Month: November 2020

123320-44-5, (3-(Benzyloxy)isoxazol-5-yl)methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of cyanic bromide (334 mg, 3.15 mmol, 1.05 eq) and (2547) triphenylphosphine (787 mg, 3.00 mmol, 1.00 eq) in dichloromethane (10 mL) was added a solution of (3-benzyl oxyisoxazol-5-yl)methanol (616 mg, 3.00 mmol, 1.00 eq) in (2548) dichloromethane (10mL). The mixture was stirred at 15 C for 1 hour, then 2,3,4,6,7,8,9,10- octahydropyrimido [1,2-a]azepine (480 mg, 3.15 mmol, 1.05 eq) was added at 0 C. The resulting mixture was stirred at 0~15 C for another 14 hr. The solvent was concentrated in vacuum. The residue was further purified by silica gel column chromatography (Petroleum ether: Ethyl acetate = 5:1 to 4:1) to afford 2-(3-benzyloxyisoxazol-5-yl)acetonitrile (320 mg, 1.49 mmol, 50% yield) as a colorless oil. LC/MS (ESI) m/z: 215.0 [M+1] +; 1H-NMR (400MHz, CDCl3) d 7.48 – 7.41 (m, 5H), 6.06 (s, 1H), 5.30 (s, 2H), 3.82 (s, 2H)., 123320-44-5

As the paragraph descriping shows that 123320-44-5 is playing an increasingly important role.

Reference£º
Patent; ARVINAS OPERATIONS, INC.; YALE UNIVERSITY; CREW, Andrew P.; HORNBERGER, Keith R.; WANG, Jing; CREWS, Craig M.; JAIME-FIGUEROA, Saul; DONG, Hanqing; QIAN, Yimin; ZIMMERMAN, Kurt; (1451 pag.)WO2020/51564; (2020); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1072-67-9, 5-Methylisoxazol-3-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-Chlorosulfonyl-3-methoxy-thiophene (3.8 g, 17.87 MMOL), the product from step A of Preparative Example 13.29, was dissolved in 100 mL of CH2CI2 and 20 mL of pyridine. 3-Amino-5-methyl-isoxazole (3.5 g, 35. 68 MMOL) was added. The mixture was stirred for 20 h at room temperature, diluted with 100 mL of CH2CI2, and washed with a 0.5 N HCI aqueous solution (50 mL x 2), H20 (50 mL), and brine (50 mL). The organic solution was dried with NA2SO4, and conentrated in vacuo to a brown oil. This oil was dissolved in 100 mL of CH2CI2, washed again with a 0.5 M HCI aqueous solution (30 mL x 3) and brine. After dried over NA2SO4, the organic solution was concentrated in vacuo to a yellow solid, 4.48 g (91 %, MH+= 275.0) of the desired product., 1072-67-9

1072-67-9 5-Methylisoxazol-3-amine 66172, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PHARMACOPEIA, INC.; WO2004/33440; (2004); 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

To a solution of YD-014 (320 mg, 1.58 mmol) in anhydrous dichloromethane (10 mL) was added in sequence diisopropylethylamine (DIEA, 305 mg, 2.36 mmol), YD-05 (380 mg, 1.58 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDCI, 1.2 g, 6.30 mmol). The resulting mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with dichloromethane, and washed in sequence with aqueous sodium hydroxide (2 M), water and saturated brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified by column chromatography eluting with petroleum ether in ethyl acetate (3:1) to give YD-01 (290 mg, 43% yield) as a light yellow solid.1H-NMR (400 MHz, DMSO-d6) delta 8.23 (d, 111, J=2.6 Hz, 1′-H), 8.15 (dd, 1H, J=9, 2.6 Hz, 2′-H), 7.63-7.60 (m, 2H, 1-H, 5-H), 7.55-7.52 (m, 3H, 2-H, 3-H, 4-H), 7.20 (d, 1H, J=9 Hz, 3′-H), 3.81 (br s, 2H, CH2), 3.39 (br s, 21-1, CH2), 3.20 (br s, 2H, CH2), 2.85 (br s, 2H, CH2), 2.50 (s, 3H, -CH3);13C-NMR (100 MHz, DMSO-d6) delta 168.8, 161.2, 159.6, 153.9, 141.9, 130.2, 129.1, 127.9, 127.3, 126.3, 125.9, 123.7, 120.6, 110.7, 50.1, 49.7, 46.3, 41.3, 11.4; LRMS (API-ES): 427 (M++H)., 1136-45-4

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

Reference£º
Patent; The University of Hong Kong; US2011/212975; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

35166-33-7, 3-Hydroxymethyl-5-methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2 3-(chIoromethyl)-5-methylisoxazole To a solution of (5-methylisoxazol-3-yl)methanol (370 mg, 3.27 mmol) in DCM (5 mL) was added thionyl chloride (5 mL) dropwise. The resulting mixture was stirred at room temperature for 16 h. The mixture was concentrated to give 3-(chloromethyl)-5-methylisoxazole (350 mg, crude) as brown oil, which was used without purification. LCMS retention time 0.768 min; LCMS MH+ 132.

35166-33-7, The synthetic route of 35166-33-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertrand; GALLASCHUN, Randall; WO2014/143799; (2014); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

21169-71-1, Isoxazole-5-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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, 21169-71-1 Isoxazole-5-carboxylic acid 2060599, aIsoxazoles compound, is more and more widely used in various fields.

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

2510-36-3, 3,5-Dimethylisoxasole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3,5-dimethylisoxazole-4-carboxylic acid (1000 mg, 7.09 mmol) was heated to 80 C in SOCl2 (5.17 ml, 70.8 mmol) for 30 min. The remaining solvent was evaporated and the crude material dissolved in DCM (15 ml). After cooling to 0 C Nu,Omicron-dimethylhydroxlamine hydrochloride ( 1036.8 mg, 10.6 mmol) was added and, dropwise, pyridine (0.86 ml, 10.6 mmol) and the mixture was stirred over night at rt. 1M HC1 and DCM were added and the phases were separated. After flash chromatographic separation N-methoxy-N,3,5-trimethylisoxazole-4-carboxamide (1300 mg, 7.06 mmol) was obtained.

2510-36-3, 2510-36-3 3,5-Dimethylisoxasole-4-carboxylic acid 75636, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; KARO BIO AB; WENNERSTAL, Mattias; LOeFSTEDT, Joakim; WU, Xiongyu; KRUeGER, Lars; HAGBERG, Lars; WO2011/42477; (2011); 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.62348-13-4,Isoxazole-5-carbonyl chloride,as a common compound, the synthetic route is as follows.

62348-13-4, General procedure: A solution of the corresponding acyl chloride 1-10 (9.18 mmol) in chloroform (25 mL) was slowly added dropwise to a stirred solution of compounds a-c (4.59 mmol) in dry chloroform (40 mL) and pyridine (5 mL). The mixture was stirred for 48 h at room temperature. Solvents were removed under vacuum by rotatory evaporation and the residue was treated with water (100 mL) and purified.

As the paragraph descriping shows that 62348-13-4 is playing an increasingly important role.

Reference£º
Article; Ibanez, Elena; Plano, Daniel; Font, Maria; Calvo, Alfonso; Prior, Celia; Palop, Juan Antonio; Sanmartin, Carmen; European Journal of Medicinal Chemistry; vol. 46; 1; (2011); p. 265 – 274;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108655-63-6,3-(Trifluoromethyl)isoxazol-5-amine,as a common compound, the synthetic route is as follows.

To a solution of 3- (trifluoromethyl) isoxazol-5-amine (0.047 g, 0. 308, mmol) in DMF (6.0 ml) is added NaH 60% dispersion in mineral oil (0.012 g, 0.308 mmol). After stirring the mixture at RT for 15 min phenyl 4-ETHOXY-2- (1, 3-oxazol-2-yl) phenylcarbamate (0.1 g, 0.308 mmol) is added and the reaction mixture is heated at 50oC FOR 30 MIN. The mixture is neutralized with 0. 1M HCl, extracted with EtOAc, and the combined organic layers are dried (MGS04), filtered, and concentrated under vacuum. The residue is purified by silica gel chromatography (40% EtOAc/heptane) followed by the trituration with CH2C12/HEPTANE to afford Example 17 as a white solid 0.103 g (87%). HRMS (ESI) calcd for C16HL3N404F3+H 383.0967, found 383.0961., 108655-63-6

108655-63-6 3-(Trifluoromethyl)isoxazol-5-amine 13913996, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/85433; (2004); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1750-42-1,Isoxazol-3-amine,as a common compound, the synthetic route is as follows.

(E)-Ethyl 3-(5-(benzylthio)-2-iodophenyl)acrylate (0.225 g, 0.265 mmol) was added to a vial and dissolved in acetonitrile (2.494 ml). Acetic acid (0.095 ml) and water (0.062 ml) were added and the vial was cooled to 0 C. 1,3-dichloro-5,5-dimethylhydantoin (0.057 g, 0.292 mmol) was then added as a solid in one portion while 0 C. was maintained. After 20 min. LC/MS showed mass corresponding to sulfoxide (mono-oxidation) along with sulfonyl chloride. After 1 hr. an additional 0.2 equiv (10 mg) of hydantoin was added. After an additional 20 min. the oxidation was complete. Solid sodium bisulfite was added and the reaction was diluted with EtOAc and water and stirred for 5 min. The organic layer was separated, the aq. re-extracted 2* with EtOAc, and the organic layers combined. After washing with brine, drying with Na2SO4, and concentrating, the crude residue was brought up in 1.5 mL of DCM and treated with 3-aminoisoxazole (0.039 ml, 0.530 mmol) and pyridine (0.107 ml, 1.326 mmol) After 45 min, the reaction was poured into 1N HCl and extracted 2* with EtOAc. The combined organics were washed with brine, dried over Na2SO4, and concentrated to give an orange solid that was purified by MPLC (25 g puriflash, 25-85% EtOAC:Heptanes) to give (E)-ethyl 3-(2-iodo-5-(N-(isoxazol-3-yl)sulfamoyl)phenyl)acrylate (0.043 g, 0.096 mmol, 36.2% yield) as a white solid. m/z (ESI) 447.0 (M-H)-.

1750-42-1, As the paragraph descriping shows that 1750-42-1 is playing an increasingly important role.

Reference£º
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

31329-64-3, 3,5-Dimethylisoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (507mg) wasdissolved in DMF (5ml). An aliquot (1ml) was treated with DIPEA (0.2ml) and HATU (180mg) and the mixture was stirred for 1 Omin at room temperature. 3,5-Dimethyl-4-isoxazolamine (65mg) was added and the mixture was stirred at room temperature overnight. The DMF was removed under a stream of nitrogen and the residue absorbed onto silica and purified by chromatography on a silica column eluting with cyclohexane/ethyl acetate (7:3). The resultant was tritureated with ether to give the title compound as a white solid (41 mg). LCMS: Rt 3.31 min, MH+ 357., 31329-64-3

As the paragraph descriping shows that 31329-64-3 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/73189; (2005); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem