Day: September 1, 2020

19788-36-4, (3,5-Dimethyl-4-isoxazolyl)methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,19788-36-4

The mesylate of (3,5-dimethylisoxazol-4-yl)methanol (100 mg) was prepared by reaction with methanesulfonyl chloride (1 .1 eq) and triethylamine (2 eq) in DCM at 0 C, with warming to ambient temperature. N-[1 -(Fluoromethyl)cyclopropyl]-3-[(1 -methylpyrazol- 4-yl)methyl]-2,4-dioxo-1 H-quinazoline-6-sulfonamide (100 mg, 0.260 mmol), the crude mesylate (55 mg, 0.286 mmol) and potassium carbonate (43 mg, 0.312 mmol) in DMF was conventionally heated to 70 C for 4 h. Usual work-up afforded the desired product (25 mg, 0.048 mmol, 19%) as a white powder

The synthetic route of 19788-36-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan; WASZKOWYCZ, Bohdan; HUTTON, Colin; WADDELL, Ian; HITCHIN, James R.; SMITH, Kate Mary; HAMILTON, Niall M.; (497 pag.)WO2016/92326; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54593-26-9,3,5-Dimethyl-4-isoxazolecarbaldehyde,as a common compound, the synthetic route is as follows.

54593-26-9, THF (5 mL) was added to a mixture of 6-bromo-2,4-dichloro-3-phenylquinoline (363 mg, 1.03 mmol, Intermediate 1: step c) and 3,5-dimethylisoxazole-4-carbaldehyde (180 mg, 1.44 mmol) under a nitrogen atmosphere. The resulting colorless solution was cooled in a dry ice/acetone bath. n-BuLi (1.6 M in hexane, 0.77 mL, 1.23 mmol) was added dropwise and the mixture was stirred at -78 C. for 30 minutes, then moved to an ice bath and stirred for 30 minutes. The reaction was quenched by addition of saturated aqueous NH4Cl and was diluted with water. The mixture was extracted three times with EtOAc. The organic phase was dried (Na2SO4), filtered, and concentrated to afford the crude title compound. 1H NMR (400 MHz, DMSO-d6) delta ppm 8.35 (s, 1H), 8.04 (d, J=8.80 Hz, 1H), 7.74 (dd, J=1.71, 8.80 Hz, 1H), 7.48-7.62 (m, 3H), 7.35-7.48 (m, 2H), 6.25 (d, J=4.16 Hz, 1H), 5.99 (d, J=3.42 Hz, 1H), 2.37 (s, 3H), 1.99 (s, 3H); MS m/e 398.9 (M+H)+.

54593-26-9 3,5-Dimethyl-4-isoxazolecarbaldehyde 289576, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; US2015/105372; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36958-61-9,5-(Bromomethyl)-3-methylisoxazole,as a common compound, the synthetic route is as follows.

[1050] To a solution of 687 mg (1.63 mmol) of tert-butyl {4-[5-chloro-2-(trifluoromethyl)phenyl] -5-methoxy-2-ox- opyridin-i (2H)-yl}acetate in 14 ml of THF under argon at-70 C. were added 1.87 ml (1.87 mmol, 1.15 eq.) of 1 N lithium bis(trimethylsilyl)amide in THF, and the mixture was stirred for 30 mm. Subsequently, 422 mg (2.28 mmol, 95% purity, 1.4 eq.) of 5-(bromomethyl)-3-methyl-i,2-ox- azole were added, the mixture was stirred at -70 C. for 30 mm and then stirred while coming to RT overnight. To the reaction mixture were added 20 ml of saturated aqueous ammonium chloride solution, then 20 ml of water and 200 ml of ethyl acetate. The organic phase was washed with a mixture of saturated aqueous sodium chloride solution and water (1:1), dried and concentrated. The crude product was purified by means of normal phase flash chromatography (eluent: cyclohexane/ethyl acetate, 20-50%). Yield: 673 mg (78% of theory).11051] LC/MS [Method 1]: R=i.i7 mm; MS (ESIpos):mlz=5 13 (M+H),11052] ?H-NMR (400 MHz, DMSO-d5): oe [ppm]=7.87-7.80 (m, 2H), 7.75-7.68 (m, 2H), 7.55-7.50 (m, 2H), 7.30 (s,1H), 7.20 (s, 1H), 6.35-6.30 (m, 2H), 6.10 (s, 1H), 5.98 (s,1H), 5.36 (dd, 1H), 5.29 (dd, 1H), 3.73-3.57 (m, 3H),3.56-3.42 (m, 7H), 2.14 (s, 3H), 2.17 (s, 3H), 1.41 (s, 9H),1.38 (s, 9H).

36958-61-9, 36958-61-9 5-(Bromomethyl)-3-methylisoxazole 10607354, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; JIMENEZ-NUNEZ, Eloisa; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; ACKERSTAFF, Jens; STAMPFUss, Jan; (87 pag.)US2017/291892; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1136-45-4, 5-Methyl-3-phenylisoxazole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Methyl-3-phenylisooxazole-4-carboxylic acid (40 mg, 0.197 mmol), 1-(2-(1-Pyrrolidinyl)-ethyl)-piperazine (39.4 mg, 0.215 mmol), O-(benzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium tetrafluoroborate (86.2 mg, 0.268 mmol) and diisopropylethylamine (25.4 mg, 0.197 mmol) were mixed in dimethylformamide (1.5 mL) and stirred at room temperature. Solvent was evaporated in vacuo, and the residue was taken up in methanol (1 mL), filtered and purified by preparative chromatography. The combined fractions were partitioned between NaHCO3 (sat) and ethylacetate. The organic layer was washed with water and concentrated in vacuo to afford the title compound. HRMS (ESI, pos. ion) m/z calcd for C21H28N4O2: 368.2212, found 368.2217.

1136-45-4, 1136-45-4 5-Methyl-3-phenylisoxazole-4-carboxylic acid 14343, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; Amgen Inc.; Biovitrum AB; US2008/21022; (2008); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78967-07-4,Mofezolac,as a common compound, the synthetic route is as follows.,78967-07-4

To a stirred solution of mofezolac (500 mg, 1.47 mmol) in dry CH2Cl2 (25 mL) , kept at 0C by an ice-bath, HOBt monohydrate (253 mg, 1.48 mmol) and EDC hydrochloride (303 mg, 1.58 mmol) were added. Separately a stirred solution of methyl 11-aminoundecanoate hydrochloride (370 mg, 1.38 mmol) in dry CH2Cl2 (13 mL) was mixed with DIEA (0.45 mL, 2.6 mmol) at room temperature. After 2h, this solution was dropwise added to the reaction mixture and stirred overnight at room temperature. Then, sat. aq. NaHCO3 was added and the aqueous solution extracted three times with EtOAc. The combined organic layers were dried over anhydrous Na2SO4, and the solvent distilled under reduced pressure. Column chromatography (silica gel; CHCls/MeOH = 5:5) of the crude residue afforded the product as a white solid (573 mg, 72% yield). NMR (300 MHz, CDCl3, delta) : 7.41- 7.26 (m, 2H aromatic protons) ; 7.25-7.13 (m, 2H aromatic protons) ; 6.93-6.71 (m, 4H aromatic protons), 5.80 (bs, 1H, exchanges with D20) , 3.82 (s, 3H, OC) , 3.80 ( s, 3H, OCH3) , 3.67 (s, 2H, CH2) , 3.65 (s, 3H, COOC) , 3.23- 3.21 (m, 2H, NHC), 2.31-2.26 (t, 2H, CCO) , 1.62-1.57 (m, 2H, CCH2CO) , 1.49-1.45 (m, 2H, CCH2NH) ; 1.25-1.10 (m, 12H, CH2) . ESI/MS m/z: C3iH4oN206 (M + Na)+: 559.

78967-07-4 Mofezolac 4237, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; UNIVERSITA’ DEGLI STUDI DI BARI “ALDO MORO”; SCILIMATI, Antonio; PERRONE, Maria Grazia; VITALE, Paola; (114 pag.)WO2017/187352; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

3209-71-0, Isoxazole-3-carboxylic Acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

HOBt (4.5 g, 29.4 mmol) and EDCI (5.4 g, 28.2 mmol) were added to solution of isoxazole-3-carboxylic acid (2 1, 3 g, 26.5 mmol) and N,O-dimethylhydroxylamine (0205) hydrochloride (2.7 g, 27.7 mmol) in DMF (5 ml) and DCM (7ml). 4-methylmorpholine (3 ml, 27.3 mmol) was added, then the mixture was stirred overnight. It was extracted with ether (300 ml) and brine (100 ml), the organic layer was separated, it was washed with brine, dried over Na2S04, then filtered and the solvent was evaporated. The residue was purified by (0206) chromatography (Redisep 40 g column) eluting with 1/1 EtOAc/Hexanes yielding N-methoxy- N-methylisoxazole-3-carboxamide (2_2). LCMS (ESI) calc?d for C6H8N203 [M+H]+: 157.1, found: 157.1

3209-71-0, The synthetic route of 3209-71-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; CLAUSEN, Dane James; YU, Wensheng; KELLY, Joseph, M.; KIM, Hyunjin, M.; KOZLOWSKI, Joseph, A.; (202 pag.)WO2020/28150; (2020); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.21169-71-1,Isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: Compounds were synthesized in solution phase using Boc-protected amino acids on 100-200mg scale. Firstly, the amino acid (1.2-1.5equiv) was activated with HBTU (1.5equiv) and DIPEA (1.5equiv) as 0.2-0.5M solution in DMF for 10min. Then the solution was added to an amino group bearing C-terminal moiety (R1R2NH) and the mixture was stirred for a minimum of 1h at room temperature. The reaction mixture was diluted with EtOAc and washed with saturated NaHCO3 (2¡Á). The organic extracts were dried over MgSO4, filtered and evaporated in vacuo. The crude product was then treated with 20% TFA in DCM and stirred for 1-2h to remove the Boc group. TFA was removed by evaporating the reaction mixture under a stream of N2. The residue was dissolved in DCM and washed with saturated NaHCO3 (2¡Á). DCM phase was dried with MgSO4, filtered and evaporated in vacuo. Subsequent N-Boc-amino acids and amines were sequentially coupled under the same conditions. Each coupling reaction was monitored by ESMS, with most reactions going to completion overnight. All final compounds were purified on rpHPLC (97% by analytical HPLC) and fully characterized by NMR and HRMS (yields between 30% and 40%).

21169-71-1, As the paragraph descriping shows that 21169-71-1 is playing an increasingly important role.

Reference£º
Article; Yau, Mei-Kwan; Liu, Ligong; Lim, Junxian; Lohman, Rink-Jan; Cotterell, Adam J.; Suen, Jacky Y.; Vesey, David A.; Reid, Robert C.; Fairlie, David P.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 3; (2016); p. 986 – 991;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

57684-71-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57684-71-6,3-(Chloromethyl)isoxazole,as a common compound, the synthetic route is as follows.

To a solution of (S)-2-(3-methyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)-N-(6′- (trifluoromethyl)-[2,3′-bipyridin]-6-yl)propanamide (15 mg, 0.033 mmol) and POTASSIUM CARBONATE(9 mg, 0.065 mmol) in DMF (1 mL) was added 3-(chloromethyl)isoxazole (3.7 mg, 0.049 mmol). The mixture was stirred at rt overnight. The mixture was diluted with EA and washed with water, saturated aqueous NH4Cl solution and brine, dried over Na2SO4, and evaporated. The residue was purified by silica gel column chromatography (0-2% MeOH/DCM) to give the product (S)-2-(1-(isoxazol-3-ylmethyl)-3-methyl-2,6-dioxo-2,3-dihydro-1H-purin- 7(6H)-yl)-N-(6′-(trifluoromethyl)-[2,3′-bipyridin]-6-yl)propanamide (16.5 mg, 92% yield) as a white solid.1H NMR (400 MHz, DMSO-D6) delta 11.20 (s, 1H), 9.43 (s, 1H), 8.78 (s, 1H), 8.68 (d, J = 1.8 Hz, 1H), 8.39 (s, 1H), 7.89-8.05 (m, 4H), 6.45 (s, 1H), 5.82 (m, 1H), 5.09 (s, 2H), 3.47(s, 3H), 1.87 (d, J = 7.3 Hz, 3H). MH+ 541.

57684-71-6 3-(Chloromethyl)isoxazole 4913025, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertand, L.; WU, Xinyuan; (351 pag.)WO2016/44792; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

13999-39-8, 3-Amino-4,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

STEP07: Synthesis of 5-methyl-thiophene-2-sulphonic acid (4, 5-dimethyl-isoxazol-3yl) amide.; The solution of 5-Methyl thiophene-2-sulphonyl chloride (10.5 gm, 0.053 mol) in (15ml) methylene chloride was added to the solution of 3-amino-4, 5-dimethylisoxazole (4 gm, 0.035 mol) and dimethylaminopyridine (500 mg) in pyridine (20 ml) at 0 C. After the completion of the addition the temperature of the reaction mixture was slowly raised to room temperature and stirred for 6 hours. The reaction mixture was then concentrated under vacuum, the residue thus obtained was acidified using IN hydrochloric acid followed by extraction with methylene chloride (100 ml x2). The combined extracts were washed with water and brine solution. Organic layer was then dried over sodium sulphate and concentrated to give 4.0 gm of 5-methyl-thiophene-2-sulphonic acid (4, 5-dimethyl- isoxazol-3yl) amide as brown colored solid.; STEP09: Synthesis of 5-methyl-thiophene-2-sulphonic acid (4, 5-dimethyl-isoxazol-3yl) amide.; The solution of 5-Methyl thiophene-2-sulphonyl chloride (10.5 gm, 0.053 mol) in (15ml) methylene chloride was added to the solution of 3-amino-4, 5-dimethylisoxazole (4 gm, 0.035 mol) and dimethylaminopyridine (500 mg) in pyridine (20 ml) at 0 C. After the completion of the addition the temperature of the reaction mixture was slowly raised to s room temperature and stirred for 6 hours. The reaction mixture was then concentrated under vacuum, the residue thus obtained was acidified using IN hydrochloric acid followed by extraction with methylene chloride (100 ml x2). The combined extracts were washed with water and brine solution. Organic layer was then dried over sodium sulphate and concentrated to give 4.0 gm of 5-methyl-thiophene-2-sulphonic acid (4, 5-dimethyl- o isoxazol-3yl) amide as brown colored solid.; STEP05: Synthesis of 5-methyl-thiophene-2-sulphonic acid (4, 5-dimethyl-isoxazol-3yl) amide.; The solution of 5-Methyl thiophene-2-sulphonyl chloride (10.5 gm, 0.053 mol) in (15ml) methylene chloride was added to the solution of 3-amino-4, 5-dimethylisoxazole (4 gm, 0.035 mol) and dimethylaminopyridine (500 mg) in pyridine (20 ml) at 0 C. After the completion of the addition the temperature of the reaction mixture was slowly raised to room temperature and stirred for 6 hours. The reaction mixture was then concentrated under vacuum, the residue thus obtained was acidified using IN hydrochloric acid followed by extraction with methylene chloride (100 ml x2). The combined extracts were washed with water and brine solution. Organic layer was then dried over sodium sulphate and concentrated to give 4.0 gm of 5-methyl-thiophene-2-sulphonic acid (4, 5-dimethyl- isoxazol-3yl) amide as brown colored solid.; STEPIl: Synthesis of 5-methyl-thiophene-2-sulphonic acid (4, 5-dimethyl-isoxazol-3yl) amide.; The solution of 5-Methyl thiophene-2-sulphonyl chloride (l.Ogm, 0.081mol) in (25ml) methylene chloride was added to the solution of 3-amino-4, 5-dimethylisoxazole (6.2gm, 0.055mol ) and dimethylaminopyridine (500 mg) in pyridine (40 ml) at 0 C. After the completion of the addition the temperature of the reaction mixture was slowly raised to room temperature and stirred it for 6 hours. The reaction mixture was then concentrated under vacuum, the residue thus obtained was acidified using IN hydrochloric acid followed by extraction with methylene chloride (100 ml x2). The combined extracts were washed with water and brine solution. Organic layer was then dried over sodium sulphate and concentrated to give 18 gm of 5-methyl-thiophene-2-sulphonic acid (4, 5-dimethyl- isoxazol-3yl) amide as brown colored solid.; STEP05: Synthesis of 5-methyl-thiophene-2-sulphonic acid (4, 5-dimethyl-isoxazol-3yl) amide.; The solution of 5-Methyl thiophene-2-sulphonyl chloride (16.0gm, 0.08 lmol) in (25ml) methylene chloride was added to the solution of 3-amino-4, 5-dimethylisoxazole (6.2gm, 0.055mol ) and dimethylaminopyridine (500 mg) in pyridine (40 ml) at 0 C. After the completion of the addition the temperature of the reaction mixture was slowly raised to room temperature and stirred it for 6 hours. The reaction mixture was then concentrated under vacuum, the residue thus obtained was acidified using IN hydrochloric acid followed by extraction with methylene chloride (100 ml x2). The combined extracts were washed with water and brine solution. Organic layer was then dried over sodium sulphate and concentrated to give 18 gm of 5-methyl-thiophene-2-sulphonic acid (4, 5-dimethyl- isoxazol-3yl) amide as brown colored solid.; STEP05: Synthesis of 5-methyl-thiophene-2-sulphonic acid (4, 5-dimethgammal-isoxazol-3yl) amide.; The solution of 5-Methyl thiophene-2-sulphonyl chloride (l.Ogm, 0.08 lmol) in (25ml) methylene chloride was added to the solution of 3-amino-4, 5-dimethylisoxazole (6.2gm, 0.055mol ) and dimethylaminopyridine (500 mg) in pyridine (40 ml) at 0 C. After the completion of the addition the temperature of the reaction mi…

13999-39-8, The synthetic route of 13999-39-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TORRENT PHARMACEUTICALS LTD; WO2007/100295; (2007); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

14441-90-8, 5-Phenylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

into a 50-mL round-bottom flask, was placed a solution of methyl 3- aminocyclopentane-l-carboxylate (500 mg, 3.49 mmol, 1.00 eq.) in dichloromethane (10 mL). To the solution were added HATU (1.59 g, 4.18 mmol, 1.20 eq.), DIEA (1.6 g, 12.38 mmol, 3.50 eq.) and 5-phenylisoxazole-3-carboxylic acid (790 mg, 4.18 mmol, 1.20 eq.). The resulting solution was stirred for 2 hours at room temperature. The reaction was then quenched by the addition of water. The resulting solution was extracted with ethyl acetate and the combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 0.925 g (84%) of methyl 3-(5-phenylisoxazole-3- amido)cyclopentane-l-carboxylate as a light yellow solid. LC-MS (ES, m/z) [M+H]+ = 315.1, 14441-90-8

As the paragraph descriping shows that 14441-90-8 is playing an increasingly important role.

Reference£º
Patent; PROTEOSTASIS THERAPEUTICS, INC.; LEE, Po-shun; (180 pag.)WO2017/40606; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem