Heterocyclic Building Blocks-isoxazole

54593-26-9, 3,5-Dimethyl-4-isoxazolecarbaldehyde is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,54593-26-9

Example 133 l-(3,4-Dichlorobenzyl)-3-(4-((((3,5-dimethylisoxazol-4-yl)methyl)(methyl) amino)methyI)thiazol-2-yl)urea; [00230] Sodium triacetoxyborohydride (86 mg, 0.4 mmol, 2.0 eq) was added to a dichloromethane (2 mL) solution of l-(3,4-Dichloro-benzyl)-3-(4-methylaminomethyl- thiazol-2-yl)-urea (Example 132, 70 mg, 0.2 mmol) and 3,5-dimethylisoxazole-4- carbaldehyde (33 mg,0.25 mmol, 1.25 eq). After 16 hours of stirring, methanol (1 mL) and aqueous HCl (0.5 mL, IN) were added. The mixture was neutralized with dilute NaHCO3 solution. An aqueous work-up with dichloromethane and a chromatography (silica 0-3% MeOH in CH2Cl2) afforded the title compound. 1H NMR (400 MHz, CDCl3): delta 7.36 (m, 2H), 7.10 (dd, IH), 6.64 (s, IH), 4.32 (d, 2H), 3.46 (s, 3H), 3.21 (s, 3H), 2.28 (s, 3H), 2.16 (s, 3H), 2.07 (s, 3H). MS (ES+): M/Z 454 (M+ 1).

The synthetic route of 54593-26-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; REPLIDYNE, INC.; WO2008/11191; (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.3405-77-4,5-Methylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

3405-77-4, Step 1 : 5-methylisoxazole-3-carboxylic acid (20 mg, 0.15 mmol) and teri-butyl (5)-2- methylpiperazine-l-carboxylate (40.1 mg, 0.20 mmol, 1.33 equiv) were dissolved in N,N- dimethylformamide (10 mL) before HATU (190 mg, 0.5 mmol, 3.33 equiv), N,N- diisopropylethylamine (0.35 mL, 2.0 mmol, 13.3 equiv) and 4-dimethylaminopyridine (1 mg) were added. The mixture was stirred for 4 h at room temperature before adding brine and extracting with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give teri-butyl (5)-2-methyl-4-(5-methylisoxazole-3- carbonyl)piperazine-l-carboxylate.

As the paragraph descriping shows that 3405-77-4 is playing an increasingly important role.

Reference£º
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; FOO, Klement Jihao; POULSEN, Anders; KELLER, Thomas Hugo; LIEW, Si Si; CHIA, Cheng San Brian; ANG, Jin Yan Melgious; HUANG, Chuhui; (367 pag.)WO2017/61957; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

181696-35-5, 4-(5-Methyl-3-phenylisoxazol-4-yl)benzenesulfonic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The compound of the formula 2 obtained by the filtration in the previous step was added to 50 ml of ethyl acetate and stirred to dissolve;After dissolution, add 48 ml (705.9 mmol, 10e.q) of ammonia water.After reacting at room temperature for 30 min, the aqueous layer was separated, and the organic layer was concentrated and evaporated.Add 25 ml of absolute ethanol to reflux for 30 minutes, cool to room temperature (15 ~ 30 C), and let stand for 10-15 h.Filter and collect the filter cake. Vacuum drying at 55¡À5C, vacuum degree -0.070-0.082Mpa for 4-6h,That is, 16.0 g of valdecoxib (formula 3 compound) was obtained, and the molar yield was 72.6%, and the purity was 99.9% by HPLC., 181696-35-5

As the paragraph descriping shows that 181696-35-5 is playing an increasingly important role.

Reference£º
Patent; Kunyao Group Co., Ltd.; Xi Liang; Zhu Changcheng; Jin Yi; Ba Dewei; Wen Na; Hu Yanchao; (12 pag.)CN110256370; (2019); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

123770-62-7, Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Production Example 99 (0741) Ethyl 5-hydroxymethylisoxazole-3-carboxylate (1.71 g, 10.0 mmol), 2,2,2-trifluoroethylmethanesulfonate (5.34 g, 30 mmol), N,N-dimethylformamide (30 ml) and 60% sodium hydride (0.48 g, 12.0 mmol) were mixed at 0C, under a nitrogen atmosphere. The mixture was heated to room temperature and stirred for 16 hours, then added to a saturated aqueous ammonium chloride solution, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with water and saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 1.02 g of ethyl 5-(2,2,2-trifluoroethoxymethyl)isoxazole-3-carboxylate represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.41 (3H, t), 3.91(2H, q), 4.43(2H, q), 4.80(2H, s), 6.73(1H, s), 123770-62-7

123770-62-7 Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate 8027233, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (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.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

A solution of 2-{3-[(3-bromo-5-chlorophenyl)oxy]-4-chloro-2- fluorophenyl}acetohydrazide (400 mg, 0.98 mmol), 3,5-dimethyl-4- isoxazolecarboxylic acid (138 mg, 0.98 mmol), HATU (373 mg, 0.98 mmol) and DIPEA (0.34 mL, 1.96 mmol) in THF (5 mL) was heated at 45 C overnight. The reaction was cooled to rt, Burgess Reagent (933 mg, 3.92 mmol) was added and the reaction was stirred overnight. The reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate (3 x 20 mL). The organic extracts were combined, dried over Na2SO4, filtered, concentrated and the crude material was purified by column chromatography (5% to 100% EtOAc/hexanes gradient) to afford the title compound (350 mg, 70%) as a white solid. 1H NMR (400 MHz, DMSO-c/6): delta ppm 7.55-7.48 (m, 3H), 7.15 (t, 1 H), 7.08 (t, 1 H), 4.46 (s, 2H), 2.62 (s, 3H), 2.38 (s, 3H).

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157273; (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.1228690-37-6,(R)-1-Phenylethyl (5-(4-bromophenyl)-3-methylisoxazol-4-yl)carbamate,as a common compound, the synthetic route is as follows.

A flask was charged with compound LI-7 (25 mg, 0.0786 mmol), compound LI-8 (31.5 mg, 0.0786 mmol), Na2C03 (13 mg, 0.12 mmol), DME (1 mL) and water (0.2 mL). It was degassed with nitrogen for three times, and then Pd(dppf)Cl2 (3 mg, 0.004 mmol, 0.05 eq) was added thereto. After degassed with nitrogen for additional three minutes, the mixture was heated to reflux for 3 hrs under nitrogen atmosphere. LCMS showed the reaction was completed and the acid product was detected. The reaction mixture was cooled down to room temperature, diluted with water (10 mL), acidified with aq. HC1 (IN) to pH = 4-5, extracted with EtOAc (20 mL x 3). The combined organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by prep-HPLC to afford Compound 80 (10.5 mg, yield: 43%). 1H NMR (CDC13, 300 MHz) delta 7.95-7.70 (m, 3H), 7.64-7.52 (m, 4H), 7.45-7.30 (m, 4H), 7.22-7.09 (m, 2H), 5.86 (brs, 2H), 5.34-5.27 (m, 2H), 5.09-5.02 (m, 2H), 2.22 (s, 3H), 1.62 & 1.42 (double s, 3H). MS (ESI) m/z (M+H)+ 499.4., 1228690-37-6

As the paragraph descriping shows that 1228690-37-6 is playing an increasingly important role.

Reference£º
Patent; INTERMUNE, INC.; BUCKMAN, Brad, O.; NICHOLAS, John, B.; EMAYAN, Kumaraswamy; SEIWERT, Scott, D.; WO2013/25733; (2013); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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