Heterocyclic Building Blocks-isoxazole

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

To a solution of 6-(5-aminomethyl-4-chloro-pyridin-3-yl)-1-methyl-3,4-dihydro-1H-quinolin-2-one hydrochloride (example 218, 0.05 g, 0.148 mmol) in dry DMF (1 mL) were added EDCI (0.034 g, 0.077 mmol), hydroxybenzotriazole (0.017 g, 0.077 mmol), Huenig’s base (0.057 g, 0.443 mmol) and 3,5-dimethyl-isoxazole-4-carboxylic acid (0.021 g, 0.148 mmol) and the resulting solution was stirred at room temperature for 2 h. The reaction mixture was diluted with EtOAc, poured into sat. NaHCO3 solution (10 mL) and extracted with EtOAc (2¡Á20 mL). Combined organics were dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by silica gel flash chromatography eluting with a 0 to 5% MeOH-DCM gradient to give the title compound (0.03 g, 48%) as a colorless solid. MS: 425.4 (M+H+)., 2510-36-3

As the paragraph descriping shows that 2510-36-3 is playing an increasingly important role.

Reference£º
Patent; Aebi, Johannes; Amrein, Kurt; Hornsperger, Benoit; Knust, Henner; Kuhn, Bernd; Liu, Yongfu; Maerki, Hans P.; Mayweg, Alexander V.; Mohr, Peter; Tan, Xuefei; Zhou, Mingwei; US2013/72679; (2013); 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.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

Reference Production Example 200 (0843) Ethyl 5-hydroxymethylisoxazole-3-carboxylate (0.72 g, 4.2 mmol) was dissolved in tetrahydrofuran (25 mL), and 1-fluoro-2-naphthylmethyl bromide (1.20 g, 5.0 mmol) and 18-crown-6 (0.11 g, 0.4 mmol) were added thereto. Sodium hydride (60% oil-based) (0.34 g, 8.4 mmol) was slowly added thereto at room temperature, and the mixture was stirred at room temperature overnight. Then, dilute hydrochloric acid was added thereto, and the mixture was extracted three times with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was dissolved in ethanol (10 mL), and an aqueous solution obtained by dissolving potassium hydroxide (1.40 g, 25 mmol) in water (5 mL) was added thereto at room temperature, and then the mixture was stirred at 80C for 3 hours. Water was added to the reaction mixture, and the mixture was concentrated under reduced pressure. Tert-butyl methyl ether was added to the concentrate, and the aqueous layer was fractionated. Dilute hydrochloric acid was added to the resulting aqueous layer, and the mixture was extracted three times with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure to obtain 0.59 g of 5-(1-fluoro-2-naphthylmethoxymethyl)isoxazole-3-carboxylic acid represented by the following formula. The product was subjected to a next reaction without purification., 123770-62-7

As the paragraph descriping shows that 123770-62-7 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Isoxazole – Wikipedia
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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.,21169-71-1

Part 2. Amide coupling. Crude 32 (TJF-5) was synthesized from amine intermediate 31 (21.5?mg, 0.05?mmol) and isoxazole-5-carboxylic acid (7.3?mg, 0.06?mmol) according to general method D. The crude material was dissolved in a minimal amount of DCM, loaded onto a 10?g silica gel column, and purified by flash chromatography (MeOH/DCM, 0-5%) to give 32 48 (9.1?mg) as a white solid in 16% yield over 2 steps. LC/MS tR?=?6.46?min (Characterization Method A); m/z?=?499.00 (M+H+), 521.00 (M+Na+), 498.25 (M – H+), 543.25 (M+formic acid adduct); 1H NMR (300?MHz, CDCl3) delta?=?8.32 (d, J?=?1.5?Hz, 1H), 7.30 (s, 1H), 7.33-7.21 (m, 1H), 6.96-6.82 (m, 4H), 6.46 (app t, J?=?5.6?Hz, 1H), 4.74 (dd, J?=?8.5?Hz, 1H), 4.44 (ddd, J?=?8.8, 20.8?Hz, 2H), 4.27 (t, J?=?7.6?Hz, 1H), 3.86 (s, 3H), 1.89-1.73 (m, 3H), 1.72-1.58 (m, 7H), 1.52-1.38 (m, 1H), 1.37-1.24 (m, 2H), 1.22-1.02 (m, 4H), 0.98-0.88 (m, 2H), 0.88-0.79 (m, 6H).

The synthetic route of 21169-71-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Gandhi, Disha M.; Majewski, Mark W.; Rosas, Ricardo; Kentala, Kaitlin; Foster, Trevor J.; Greve, Eric; Dockendorff, Chris; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2514 – 2529;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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 1: (2,4-Dichloro-3-phenylquinolin-6-yl)(3,5-dimethylisoxazol-4-yl)methanolTHF (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-dimefhyiisoxazole-4-carbaldehyde (1 80 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)+.

As the paragraph descriping shows that 54593-26-9 is playing an increasingly important role.

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.; WO2015/57206; (2015); A1;,
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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.

Example 19b A mixture of the product of Example 19a (30 mg, 0.039 mmol), 5-methylisoxazole-3-carboxylic acid (5.0 mg, 0.039 mmol), N-ethyl-N-isopropylpropan-2-amine (15.2 mg, 0.118 mmol), and HATU (17.9 mg, 0.047 mmol) in dichloromethane (0.5 mL) was stirred at mom temperature for one hour and then evaporated. Purification of the crude material via reverse phase chromatography eluting with acetonitrile/water/TFA provided the title compound (18 mg, 53percent yield). MS (ESI): m/z=837.9[M+H].

3405-77-4, The synthetic route of 3405-77-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AbbVie Inc.; Enanta Pharmaceuticals, Inc.; Ku, Yiyin; McDaniel, Keith F.; Chen, Hui-Ju; Shanley, Jason P.; Kempf, Dale J.; Grampovnik, David J.; Sun, Ying; Liu, Dong; Gai, Yonghua; Or, Yat Sun; Wagaw, Seble H.; Engstrom, Kenneth; Grieme, Tim; Sheikh, Ahmad; Mei, Jianzhang; (46 pag.)US9309279; (2016); B2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3209-71-0,Isoxazole-3-carboxylic Acid,as a common compound, the synthetic route is as follows.

Exam le 5b; (2R,6S,13aS,14aR,16aS,Z)-ethyl 2-(3-(l,l-difluoroethyl)quinoxalin-2-yloxy)-6-(isoxazole-3- carboxamido)-5,16-dioxo-l,2,3,5,6,7,8,9,10,l l,13a,14,14a,15,16,16a- hexadecahydrocyclopropa[e]pyrrolo[l,2-a][l,4]diazacyclopentadecine-14a-carboxylate; To (2R,6S,13aS,14aR,16aS,Z)-ethyl 6-amino-2-(3-(l,l-difluoroethyl)quinoxalin-2-yloxy)- 5,16-dioxo-l,2,3,5,6,7,8,9,10,l l,13a,14,14a,15,16,16a- hexadecahydrocyclopropa[e]pyrrolo[l,2-a][l,4]diazacyclopentadecine-14a-carboxylate, hydrochloric acid (585.7 mg, 0.941 mmol) was added isoxazole-3-carboxylic acid (128 mg, 1.132 mmol) and DMF (9.4 ml). The reaction mixture was cooled to 0 C, and pyridine(0.761 ml, 9.41 mmol) then HATU (537.5 mg, 1.414 mmol) were added. The solution was stirred at rt 16 h, and LC/MS showed a small amount of SM remained. More isoxazole-3- carboxylic acid (52.3 mg) pyridine (0.2 ml) and HATU (179 mg) were added. The reaction mixture was stirred for an additional 16 h and LC/MS showed completion. The reaction mixture was concentrated under reduced pressure, and the oil was dissolved indichloromethane (100 ml) and washed with HC1 (1 N, 2 x 15 ml) and Na2C03 (1 N, 4 x 20 ml). The combined Na2C03 layer was back-extracted with dichloromethane (2 x 10 ml). The organic layers were combined, dried (MgS04) and concentrated, and purified bychromatography (SNAP50, acetonitrile/CHCl3 = 0-17%) to provide the title compound 5b (577 mg, 0.847 mmol, 90 % yield).

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; ABBOTT LABORATORIES; ENANTA PHARMACEUTICALS, INC.; CHEN, Hui-ju; MCDANIEL, Keith, F.; GREEN, Brian, E.; SHANLEY, Jason, P.; KRUGER, Albert, W.; GANDARILLA, Jorge; WELCH, Dennie, S.; CINK, Russell, D.; GAI, Yonghua; WANG, Guoqiang; OR, Yat, Sun; WO2011/156337; (2011); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

98019-60-4,98019-60-4, Isoxazol-5-ylmethanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Isoxazol-5-ylmethanol (50 mg, 0.5 mmol,) was dissolved in thionyl chloride (1 mL) at 0 C. The reaction was stirred at room temperature until the substrate was consumed. The reaction was concentrated to give 5-(chloromethyl)isoxazole as a brown solid which was used without purification. LCMS retention time 0.349 min; LCMS MH+ 1 18.

As the paragraph descriping shows that 98019-60-4 is playing an increasingly important role.

Reference£º
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertrand; GALLASCHUN, Randall; WO2014/143799; (2014); A2;,
Isoxazole – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108511-97-3,Isoxazol-4-amine,as a common compound, the synthetic route is as follows.

To a suspension of 200 mg of 6-iodoimidazo[1,2-a]pyridine-2-carboxylic acid and 266 mg of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride in 1 mL of anhydrous pyridine are added 175 mg of isoxazol-4-ylamine. The reaction mixture is stirred for 16 hours at 50 C. and then concentrated under reduced pressure. The residue is taken up in 10 mL of a mixture of chloroform and water (1/1). The solid is triturated with 3 mL of water, filtered off by suction and washed with 3 mL of water and then with 3 mL of ethyl ether, and dried to give 280 mg of 6-iodo-N-(isoxazol-4-yl)imidazo[1,2-a]pyridine-2-carboxamide in the form of a beige-coloured solid. 1H NMR spectrum (DMSO-d6, delta in ppm): 10.93 (broad s, 1H), 9.24 (broad s, 1H), 9.02 (broad s, 1H), 8.81 (broad s, 1H), 8.43 (broad s, 1H), 7.60-7.48 (m, 2H). Mass spectrum (APCI): m/z=258 [M+H]+.

108511-97-3, The synthetic route of 108511-97-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; sanofi-aventis; US2010/317686; (2010); 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.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 (0.152 g, 1.0 mmol) in THF (10 ML) is added NaH 60% dispersion in mineral oil (0.04 g, 1. 0 mmol). After stirring the mixture at RT for 15 min phenyl 4-ETHOXY-2- (2-FURYL) PHENYLCARBAMATE (0. 323 g, 1.0 mmol) is added and the reaction mixture is heated at 50oC for 1 hour. The mixture is neutralized with 0. 1M HCl, extracted with EtOAc, and the combined organic layers are dried (MGSO4), filtered, and concentrated under vacuum. The residue is triturated with CH2C12 to afford Example 15 as a yellow solid 0.188 g (50%). HRMS (ESI) calcd for C17HL4N304F3+H 382.1014, found 382. 1013., 108655-63-6

As the paragraph descriping shows that 108655-63-6 is playing an increasingly important role.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/85433; (2004); A2;,
Isoxazole – Wikipedia
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51677-09-9, Methyl 5-phenylisoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,51677-09-9

General procedure: Ester (1 eq.)was dissolved in methanol and cooled down to 0 C.NaBH4 (4 eq.) was added in small portions to the solution over10 min. The mixturewaswarmed slowly to 50 C and stirred for 5 h.NH4Cl aqueous solution was added and the organic solvent wasremoved under reduced pressure. The resulting aqueous layer wasextracted with ethyl acetate (3 x ), and the organic layers werecombined and dried over Na2SO4, and the solvents was removedunder reduced pressure. This hydroxyl intermediate was used forthe next step without further purification.

The synthetic route of 51677-09-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ye, Jiqing; Yang, Xiao; Xu, Min; Chan, Paul Kay-sheung; Ma, Cong; European Journal of Medicinal Chemistry; vol. 182; (2019);,
Isoxazole – Wikipedia
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