Heterocyclic Building Blocks-isoxazole

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;,
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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;,
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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;,
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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;,
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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;,
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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;,
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59669-59-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59669-59-9,3-(tert-Butyl)isoxazol-5-amine,as a common compound, the synthetic route is as follows.

To a solution of phosgene (20percent in toluene, 1.13 mL, 2.18 mmol) in CH2Cl2 (20 mL) at 0 ¡ãC was added anh. pyridine (0.176 mL, 2.18 mmol), followed by 5-amino-3-tert-butylisoxazole (0.305 g, 2.18 mmol). The resulting solution was allowed to warm to room temp. over 1 h, and then was concentrated under reduced pressure. The solid residue dried in vacuo for 0.5 h.

As the paragraph descriping shows that 59669-59-9 is playing an increasingly important role.

Reference£º
Patent; Bayer Pharmaceuticals Corp.; EP1047418; (2005); B1;,
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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

1.08 g of 93% diethyl cyanophosphonate and 0.92 ml of triethylamine were added to a mixture of 1.22 g of 3-phenyl-5-methylisoxazole-4-carboxylic acid, 1.87 g of Compound 1B as its base and 30 ml of anhydrous dimethylformamide stirred at 0-5C. The temperature was allowed to rise to 20-25C and, after 3.5 hours’ stirring, the mixture was poured into 300 ml of water and extracted with ethyl acetate. The combined organic layers were washed with 5% aqueous sodium carbonate and water. After drying on sodium sulphate, the solvent was removed in vacuo. The crude was crystallised from ethanol to yield 2.11 g (75%) of the title compound, melting at 139-142C.1H-NMR (200MHz, CDCl3, delta): 7.60-7.70, m, 2H, phenyl H2, H6; 7.45-7.55, m, 3H, phenyl H3, H4, H5; 6.95, dd, 1H, methoxyphenyl H4; 6.85, d, 1H, methoxyphenyl H6; 6.75, d, 1H, methoxyphenyl H3; 6.25, t, 1H, NH; 3.82, s, 3H, OCH3; 3.40, q, 2H, NHCH2; 2.80-2.95, m, 4H, 2 piperazine CH2s; 2.69, s, 3H, CH3; 2.40-2.55, m, 4H, 2 piperazine CH2s; 2.30, t, 2H, CONHCH2CH2CH2N; 1.55-1.70, m, 2H, CH2CH2CH2.

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; Leonardi, Amedeo; EP1226131; (2003); B1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7063-99-2,Ethyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.,7063-99-2

Hydrazine hydrate (1 g, 20 mmol) was added to a solution of 1b (1.00g, 21 mmol) in EtOH (40 mL) at ambient temperature. The reaction was refluxed for 6 h and concentrated under reduced pressure. The reaction mixture was extracted with EtOAc followed by extraction with brine. The organic phase was dried over Na2SO4 overnight and the solvent was removed in vacuo. The crude product was purified by silica gel column chromatography to yield the target product 1d (yield: 73%). 1HNMR (300 MHz, DMSO-d6 ) delta 12.66 (s, 1H), 8.12 (dd, J = 7.5, 1.9 Hz, 2H), 7.81-7.65 (m, 3H), 7.62 (s, 1H), 4.41 (q, J = 7.1 Hz, 2H), 1.35 (t, J = 7.1 Hz, 3H).

7063-99-2 Ethyl 5-phenylisoxazole-3-carboxylate 571142, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Article; Hao, Qingjing; He, Mengting; Jiang, Kaixuan; Shang, Yanguo; Wang, Jinxin; Bioorganic and medicinal chemistry letters; vol. 30; 10; (2020);,
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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.

123770-62-7, A solution of sodium hydroxide in water (2M; 50 mL) was added to a mixture of ethyl 5- (hydroxymethyl)isoxazole-3-carboxylate (8.67 g; 50.66 mmol) in ethanol (30 mL) and stirred vigorously for 2 hours. The solution was concentrated under reduced pressure,diluted in water and extracted with dichloromethane. The aqueous layer was acidified to pH 1 with hydrochloric acid 6N and extracted several times with ethyl acetate. The organic layer was dried and concentrated under reduced pressure to yield 5.43 g (75%) of 5-(hydroxymethyl)isoxazole-3-carboxylic acid as a white solid.

The synthetic route of 123770-62-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; REMYND N.V.; GRIFFIOEN, Johan, Gerard; PRINCEN, Katrien; VAN DOOREN, Tom, Francois, L.; DE WITTE, Koen; (189 pag.)WO2018/206757; (2018); A1;,
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Isoxazole | C3H3NO – PubChem