Category: Isoxazoles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14441-90-8,5-Phenylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a solution of carboxylic acid 21-29 (1 equiv) in anhydrous CH2Cl2 were successively added HBTU (1.5 equiv), HOBt (0.5 equiv) and DIPEA (2 equiv). The mixture was stirred for 45 min at room temperature. Then, the appropriate amine (1.1 equiv) was introduced and the stirring was continued for 24 h. At the end of the reaction, the mixture was filtered off and the filtrate was successively washed with saturated aqueous NaHCO3 solution, 1N aqueous HCl and distilled water. The organic layer was dried over MgSO4 and was concentrated in vacuo. The resulting residue was purified by TLC (cyclohexane/AcOEt, 7:3) and crystallized in absolute EtOH to give carboxamide 30-48.

14441-90-8, The synthetic route of 14441-90-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Andrzejak, Virginie; Muccioli, Giulio G.; Body-Malapel, Mathilde; El Bakali, Jamal; Djouina, Madjid; Renault, Nicolas; Chavatte, Philippe; Desreumaux, Pierre; Lambert, Didier M.; Millet, Regis; Bioorganic and Medicinal Chemistry; vol. 19; 12; (2011); p. 3777 – 3786;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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

Step 2Isoxazole-5-carbaldehydeIn a round-bottomed flask, isoxazol-5-yl-methanol (511 mg, 5.16 mmol) was dissolved in dichloromethane (30 ml). Dess-Martin periodinane (2.3 g, 5.41 mmol) was added and the reaction mixture was stirred at room temperature for 1.5 h. The reaction was quenched with 50 ml of a 1 :1 solution of 10%> aqueous Na2S203 and saturated aqueous NaHCC>3 and then extracted with dichloromethane (2x). The organic layers were washed with saturated aqueous NaHCC>3, water and brine. The aqueous layers were back extracted with dichloromethane. The organic layers were combined, dried over sodium sulfate, filtered and concentrated. The residue was chromato graphed over silica gel with EtOAc/hexanes (gradient 0-40% EtOAc) to afford 226 mg (45%) of isoxazole-5-carbaldehyde as a colorless oil. 1H NMR (CDC13, 300 MHz): ? (ppm)10.05 (s, 1H), 8.44 (d, J=1.9 Hz, 1H), 7.02 (d, J=1.9 Hz, 1H).

98019-60-4 Isoxazol-5-ylmethanol 12905098, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Shaoqing; DE VICENTE FIDALGO, Javier; HAMILTON, Matthew Michael; HERMANN, Johannes Cornelius; KENNEDY-SMITH, Joshua; LI, Hongju; LOVEY, Allen John; LUCAS, Matthew C.; LUK, Kin-Chun Thomas; LYNCH, Stephen M.; O’YANG, Counde; PADILLA, Fernando; SCHOENFELD, Ryan Craig; SIDDURI, Achyutharao; SOTH, Michael; WANG, Ce; WOVKULICH, Peter Michael; ZHANG, Xiaohu; WO2013/30138; (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.

EXAMPLE 7 (COMPOUND 20)3-Methylcarbamoylisoxazol-5-ylmethyl 2-[1-(6-chloroquinolin-2-yl)piperidin-4-yl]ethylcarbamate7.1. Ethyl 5-{2-[1-(6-chloroquinolin-2-yl)piperidin-4-yl-ethylcarbamoyloxymethyl}isoxazole-3-carboxylateThe process is performed according to the procedure described in Example 1 (step 1.7.). Starting with 0.5 g (1.1 mmol) of 4-nitrophenyl 2-[1-(6-chloroquinolin-2-yl)piperidin-4-yl]-ethylcarbamate, described in Example 6 (step 6.4.), 0.311 g (2.2 mmol) of N,N-diisopropylethylamine, 0.067 g (0.55 mmol) of N,N-dimethylaminopyridine and 0.188 g (1.1 mmol) of ethyl 5-hydroxymethylisoxazole-3-carboxylate, and after chromatography on silica gel, eluting with a 98/2 mixture of dichloromethane and methanol, 0.4 g of pure product is obtained in the form of a white powder.m.p. ( C.): 113-115 C.1H NMR (CDCl3) delta (ppm): 7.70 (d, 1H); 7.50 (m, 1H); 7.45 (m, 1H); 7.35 (m, 1H); 6.90 (d, 1H); 6.65 (s, 1H); 5.20 (s, 2H); 4.70 (m, 2H); 4.50-4.30 (m, 5H); 3.20 (m, 2H); 2.90 (broad t, 2H); 1.80 (broad d, 2H); 1.60-1.20 (m, 6H)., 123770-62-7

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

Reference£º
Patent; SANOFI-AVENTIS; US2012/15950; (2012); 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

(h) 3,&-dimethvlisoxazoin-4-carbaidehyde: To a solution of (3,5dimethyhsoxazoi-4 yl)methanoi (1.00 g, 7.86 minol) in C]ET2CI2 (20 mE) at 0 C was added Dess-Martin periodinane (4.17 g, 9.83 inmol) slowly i,,fjthjn 10 nun and the resulting nrixture was warmed to it. The reaction mixture was stirred at rt for 60 mm. After completion of the reaction, the reaction mixture was filtered through Cebte and washed with Ci-12C12. The organic layer was dried overNa2SO, concentrated, and purified by silica gel colurmi chromatography (15% EtOAc/Hexanes) to provide the title compound (0.450 g, 45.73 %). ?H NMR (400 MHz, DMSO-d6) 3 ppm 9.92 (s, I H), 2.68 (s, 3 H), 2.37 (s. 3 H).

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

Reference£º
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19626; (2013); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

288-14-2, Isoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 16 3beta-(4-Methylphenyl)-2beta-(3-methylisoxazol-5-yl)tropane Hydrochloride (RTI-171) Reaction of 1.09 g (4 mmol) of 3beta-(4-Methylphenyl)-2beta-(carbomethoxy)tropane as described above for RTI-165 gave after workup 1.21 g crude isoxazole. Purification of the crude by flash column chromatography (15% CMA in methylene chloride) gave 0.73 g (62%) pure isoxazole (RTI-171): 1H NMR (CDCl3) delta 1.73 (m, 3H), 2.11 (m, 3H), 2.17 (s, 3H), 2.23 (s, 3H), 2.25 (s, 3H), 3.20 (m, 2H), 3.32 (m, 2H), 6.13 (s, 1H), 6.97 (m, 4H); IR (CCl4) 2935,.2785, 1590, 1510, 1460, 1421, 1350, 1125,1010, 910 cm-1. The isoxazole was crystallized as the hydrochloride salt: 1H NMR (MeOD) delta 2.01 (s, 3H), 2.24 (s, 3H), 2.32 (m, 2H), 2.42 (m, 4H), 2.81 (s, 3H), 3.61 (m, 1H), 3.78 (m, 1H), 4.03 (m, 1H), 4.15 (m, 1H), 5.45 (s, 1H), 6.96 (m, 4H); mp 277 C.; Anal calcd for C19H25CIN2O; C=68.55, H=7.57, N=8.42, Cl=10.65; found C=68.65, H=7.62, N=8.42, Cl=10.56; [alpha]D -107.28 (c-0.71, MEOH).

288-14-2, As the paragraph descriping shows that 288-14-2 is playing an increasingly important role.

Reference£º
Patent; Research Triangle Institute; US6531483; (2003); B1;,
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.

Under the protection of nitrogen gas, compound 56-a (230.00 mg, 2.03 mmol, 1.00 eq) was dissolved in dichloromethane (5 mL), and then HOBt (376.55 mg, 2.79 mmol, 1.37 eq), EDCI (534.22 mg, 2.79 mmol, 1.37 eq), NMM (617.26 mg, 6.10 mmol, 670.93 mL, 3.00 eq) were added thereto, and finally compound 7-a (415.72 mg, 2.64 mmol, 407.57 mL, 1.30 eq) as a substrate was added thereto. The reaction was stirred at 15C for 18 hours. The reaction system was added with 40 mL of ethyl acetate and 40 mL of water, and separated. The aqueous phase was further extracted once with ethyl acetate (30 mL). The combined organic phases were washed once with 50 mL of water and 50 mL of saturated brine. The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated to give a crude product. The crude product was subjected to column chromatography (petroleum ether : ethyl acetate = 1:0?3:2) to give compound 56-b (243.00 mg, yield: 47%) as a brown liquid. LCMS m/z = 252.9 [M+H]+., 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; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; Medshine Discovery Inc.; HE, Haiying; WU, Songliang; LUO, Zhi; MOU, Jianfeng; GUO, Fengying; WANG, Chuan; LI, Guoqing; ZENG, Minggao; CHEN, Shuhui; (199 pag.)EP3456711; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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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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
Isoxazole | C3H3NO – PubChem

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

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
Isoxazole | C3H3NO – PubChem