Heterocyclic Building Blocks-isoxazole

110256-15-0, 5-Cyclopropylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 14. Preparation of N-(1-benzyl-1H-pyrazol-4-yl)-5-cyclopropylisoxazole-3-carboxamide (119) To a solution of 1-benzyl-1H-pyrazol-4-amine (0.050 g, 0.289 mmol), 5-cyclopropylisoxazole-3-carboxylic acid (44.1 mg, 0.289 mmol) and 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (109 mg, 0.289 mmol) in N,N’-dimethylformamide (1 mL) at 25 C. was added diisopropylethylamine (0.075 mL, 0.433 mmol). The reaction mixture was stirred at 25 C. for 16 h. The reaction mixture was quenched with water (1 mL). The aqueous layer was extracted with ethyl acetate (5 mL*3). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The crude residue was purified by column chromatography (ISCO, 12 g silica, eluting with 40% ethyl acetate/hexanes for 20 min) to give N-(1-benzyl-1H-pyrazol-4-yl)-5-cyclopropylisoxazole-3-carboxamide (12.4 mg, 0.041 mmol, 14%) as an off-white solid. 1H NMR (300 MHz, Chloroform-d) delta 8.42 (s, 1H), 8.00 (s, 1H), 7.59 (s, 1H), 7.37-7.18 (m, 5H), 6.39 (s, 1H), 5.30 (s, 2H), 2.11 (tt, J=8.5, 5.0 Hz, 1H), 1.23-1.08 (m, 2H), 1.08-0.92 (m, 2H); LCMS (ESI) m/z: 309.2 [M+H]+.

110256-15-0, 110256-15-0 5-Cyclopropylisoxazole-3-carboxylic acid 1092113, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Yumanity Therapeutics, Inc.; WRONA, Iwona; TIVITMAHAISOON, Parcharee; TARDIFF, Daniel; PANDYA, Bhaumik; OZBOYA, Kerem; LUCAS, Matthew; BOURDONNEC, Bertrand Le; (259 pag.)US2019/330198; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

78967-07-4, Mofezolac is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

78967-07-4, To a cold (ice-bath) solution of 2-(3,4-bis(4-methoxyphenyl)isoxazol-5-yl)acetic acid (mofezolac, 300 mg, 0.885 mmol) and 1,2:3,4-Di-O-isopropylidene-D-galactose (230 mg, 0.885 mmol) in CH2Cl2 (5 mL) , 4-(dimethylamino)pyridine (DMAP) (27 mg, 0.22 mmol), and N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (EDC HCl, 680 mg, 3.56 mmol) were added in portions under argon atmosphere. The reaction mixture was stirred at room temperature for 24h and then quenched by adding distilled water. The aqueous phase was extracted three times with EtOAc. The combined organic phases were dried over anhydrous Na2SO4, filtered, and the solvent removed under reduced pressure. The product (375 mg) was isolated by column chromatography (silica gel; CHCl3/MeOH 95:5) of the reaction crude. 73% Yield. NMR (300 MHz, CDCl3, delta) : 7.41-7.36 (m, 2H, aromatic protons) ; 7.19-7.14 (m, 2H, aromatic protons) ; 6.94-6.89 (m, 2H, aromatic protons) ; 6.85-6.81 (m, 2H, aromatic protons) ; 5.53 (d, 1H, J = 4.95 Hz) ; 4.61 (dd, 1H, J = 8.0 Hz, J = 2.5 Hz) ; 4.34-4.25 (m, 2H) ; 4.18 (dd, 2H, J = 8.0 Hz, J = 1.9 Hz) ; 4.05-3.99 (m, 1H) ; 3.83 (s, 3H OCH3) ; 3.80 (s, 3H, OCH3) ; 3.79 (s, 2H, CH2) ; 1.45 (s, 6H, 2CH3) ; 1.32 (s, 3H) ; 1.31 (s, 3H) . ESI-MS m/z (%) : C31H35NO10 (M + Na)+: 604.

As the paragraph descriping shows that 78967-07-4 is playing an increasingly important role.

Reference£º
Patent; UNIVERSITA’ DEGLI STUDI DI BARI “ALDO MORO”; SCILIMATI, Antonio; PERRONE, Maria Grazia; VITALE, Paola; (114 pag.)WO2017/187352; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

3405-77-4, 5-Methylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2-(2-pyridyl)-5 ,6,7 , 8-tetrahydropyrido [4,3-d]pyrimidine hydrochloride (300 mg, 0.92 mmol, the product of step 3 in Example 1), 5-methylisoxazole-3-carboxylic acid (234mg, 1.84 mmol), HATU (699 mg, 1.84 mmol) and DIPEA (595 mg, 4.6 mmol) in DMF (5 mL) was stirred at rt overnight. Then the resulting mixture was poured into water (5 mL) and extracted with EA (20 mL) for three times. The combined organic layer was concentrated in vacuo and the residue was purified by prep-HPLC to give (5-methylisoxazol-3-yl)-[2-(2- pyridyl)-7 , 8-dihydro-5H-pyrido [4,3-d]pyrimidin-6-yl] methanone (39 mg) as light yellow solid.?H NMR (400 MHz, CDC13) oe: 8.83-8.94 (m, 1H), 8.45-8.78 (m, 2H), 8.23 (s, 1H), 7.88-8.08 (m,1H), 7.43-7.60 (m, 1H), 6.34-6.47 (m, 1H), 5.22 (s, 1H), 5.01 (s, 1H), 4.26 (t, 1H), 4.09-4.22 (m,1H), 3.12-3.36 (m, 2H), 2.39-2.64 (m, 3H). MS obsd. (ESI)[(M+H)]: 322.

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Jianhua; WANG, Min; YANG, Song; (84 pag.)WO2018/83106; (2018); 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.925006-96-8,Ethyl 5-(4-methoxyphenyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: The ethyl ester intermediate 15 (2mmol) was dissolved in 98 ethanol/120 water (3:1, 10mL), and 19 NaBH4 (0.38g, 10mmol) was added. The reaction mixture was sealed with a balloon and stirred overnight at room temperature. Upon the completion of reduction, the solution was partitioned between EtOAc (40mL) and 1N HCl (25mL). The organic layer was washed with saturated NaHCO3 and brine, dried over Na2SO4, concentrated in a rotovapor. The alcohol was used directly for next step without purification., 925006-96-8

The synthetic route of 925006-96-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Bi, Fangchao; Song, Di; Zhang, Nan; Liu, Zhiyang; Gu, Xinjie; Hu, Chaoyu; Cai, Xiaokang; Venter, Henrietta; Ma, Shutao; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 90 – 103;,
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

General procedure: Sodium nitrite (0.14 g, 2.0 mmol) was added portion-wise to 3.0 mL of sulfuric acid at 15 C and heated to 60 C with stirring for 20 min. The solution was cooled to below 5 C and a mixture of acetic and propionic acids (5:1, 3 mL) were added at below 25 C. The finely heterocyclic amine derivatives (2.0 mmol) were slowly added, within 25 min below 5 C, and the whole mixture was stirred at 0-5 C for 2 h. After completion of diazotization procedure, the diazonium salt solution was added drop-wise to the solution of 6-amino-1,3-dimethyluracil (2.0 mmol, 0.31 g) in sodium hydroxide (4.0 mmol, 0.16 g) and water (5.0 mL). The resulting solution was vigorously stirred at 0-5 C for 1 h and the progress of the reaction was followed by TLC, using an ethyl acetate-petroleum ether mixture (4:1 v/v) as developing solvent. After neutralizing the residual HCl and filtration, the product was crystallized from DMF. The physical and spectral data of the purified dyes are as follows.

1072-67-9, The synthetic route of 1072-67-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yousefi, Hessamoddin; Yahyazadeh, Asieh; Yazdanbakhsh, Mohammad Reza; Rassa, Mehdi; Moradi-E-Rufchahi, Enayat O’Llah; Journal of Molecular Structure; vol. 1015; (2012); p. 27 – 32;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1121-13-7,4-Nitroisoxazole,as a common compound, the synthetic route is as follows.

4- Nitroisoxazole (may be prepared as described in Description 94; 850 mg, 7.45 mmol) was added to a solution of ammonium chloride (9169 mg, 171 mmol) in water (60 ml). The resultant suspension was cooled to 0C, and zinc (4142 mg, 63.3 mmol) was added in portions whilst keeping the temperature below 5C. After the addition, the mixture was stirred at 0-5C for 2 hours. The reaction mixture was then filtered, and the filtrate was extracted with ethyl acetate (100 ml x 4). The organic phase was washed by water (100 ml x 2), dried over anhydrous MgS04, and concentrated to yield the title compound as a brown oil, 535 mg., 1121-13-7

The synthetic route of 1121-13-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; NICHOLS, Paula Louise; EATHERTON, Andrew John; BAMBOROUGH, Paul; JANDU, Karamjit Singh; PHILPS, Oliver James; ANDREOTTI, Daniele; WO2011/38572; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

36958-61-9, 5-(Bromomethyl)-3-methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0756] To a solution of 900 mg (2.45 mmol) of tert-butyl [4-(5-chloro-2-fluorophenyl)-5-methoxy-2-oxopyridin-i(2H)-yl]acetate in 18 ml of tetrahydrofuran under argon at-78 C. were added dropwise 3.06 ml (1.0 M in THF, 1.25 eq.) of lithium bis(trimethylsilyl)amide, and the mixture was stirred for 30 mm. Subsequently, 635 mg (3.43 mmol, 1.4 eq.) of 5-(bromomethyl)-3-methyl- 1 ,2-oxazole were added. The resulting reaction mixture was stirred at -78 C. for another 30 mm and at RT for another 90 mi Saturated aqueous ammonium chloride solution was added to the reaction mixture. After phase separation, the aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution. The organic phase was dried (sodium sulphate), filtered and concentrated under reduced pressure. The crude product was then purified by means of normal phase chromatography (eluent: cyclohexane/ethyl acetate (0-38%) mixtures). Yield: 1.00 g (88% of theory)10757] LC/MS [Method 1]: R=i.i0 mm; MS (ESIpos):mlz=463 (M+H),10758] ?H-NMR (400 MHz, DMSO-d5): oe [ppm]=7.54(ddd, 1H), 7.48 (dd, 1H), 7.35 (t, 1H), 7.31 (s, 1H), 6.43 (s,1H), 6.13 (s, 1H), 5.35 (dd, 1H), 3.68-3.56 (m, 2H), 3.55 (s,3H), 2.16 (s, 3H), 1.40 (m, 9H).

36958-61-9, The synthetic route of 36958-61-9 has been constantly updated, and we look forward to future research findings.

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

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.

a solution of [5-[3- (aminomethyl)cyclobutyl]-l,3,4-thiadiazol-2-yl]methanol hydrogen chloride (750 mg, 3.17 mmol, 1.00 eq.), 5-phenyl-l,2-oxazole-3-carboxylic acid (860 mg, 4.55 mmol, 1.40 eq.), HCTU (1.59 g, 3.82 mmol, 1.20 eq.) and DIEA (1.66 g, 12.84 mmol, 3.00 eq.) in dichloromethane (50 mL) was stirred for 3 hours at 25 C. The resulting mixture was concentrated under vacuum. This resulted in 800 mg (crude) [5-(3-[[(5-phenyl-l,2-oxazol-3- yl)formamido]methyl]cyclobutyl)-l,3,4-thiadiazol-2-yl]methyl 5-phenyl-l,2-oxazole-3- carboxylate as a yellow oil. The crude product was used in the next step directly without further purification. LC-MS: 542.0 [M+H]+.

14441-90-8, As the paragraph descriping shows that 14441-90-8 is playing an increasingly important role.

Reference£º
Patent; PROTEOSTASIS THERAPEUTICS, INC.; BASTOS, Cecilia, M.; MUNOZ, Benito; TAIT, Bradley; (178 pag.)WO2016/115090; (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.88511-37-9,1-(Isoxazol-3-yl)ethanone,as a common compound, the synthetic route is as follows.

88511-37-9, General procedure: To a solution of ketone A in THF cooled to -78 C, LiHMDS (e.g., 0.9 equiv, 1.0 M in toluene) was added dropwise via syringe. The reaction was allowed to warm to 0 C, then charged with diethyl oxalate (1.2 equiv). At this time, the reaction was warmed to room temperature and stirred at that temperature until judged complete (e.g., using either TLC or LC/MS analysis). Once the reaction was complete (reaction time was typically 45 minutes), the product dione enolate B was used “as-is” in Step 2, i.e., the cyclization step, without any further purification.

As the paragraph descriping shows that 88511-37-9 is playing an increasingly important role.

Reference£º
Patent; IRONWOOD PHARMACEUTICALS, INC.; BARDEN, Timothy Claude; SHEPPECK, James Edward; RENNIE, Glen Robert; RENHOWE, Paul Allan; PERL, Nicholas; NAKAI, Takashi; MERMERIAN, Ara; LEE, Thomas Wai-Ho; JUNG, Joon; JIA, James; IYER, Karthik; IYENGAR, Rajesh R.; IM, G-Yoon Jamie; (293 pag.)WO2016/44447; (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.1228689-61-9,Methyl 5-(4-bromophenyl)-3-methylisoxazole-4-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: To an oven dried 5 mL microwave vessel was addedPd(dppf)Cl2¡¤CH2Cl2 (4 mol%), halide/pseudohalide (1 equiv),boron coupling partner (1 equiv), and Cs2CO3 (3 equiv). Thevessel was then capped and purged with N2 before addition ofCyrene (1 mL, 0.25 M) and H2O (1.8 mL). The reaction mixturewas heated to 50 C and maintained at this temperature withstirring for 5 h before the vessel was vented and decapped. Thesolution was then diluted with Et2O (10 mL) and washed withwater (2 ¡Á 20 mL) and brine (2 ¡Á 20 mL). The organics were thenpassed through a hydrophobic frit and concentrated underreduced pressure to give a residue, which was purified by flashchromatography (silica gel) to afford the title compound., 1228689-61-9

As the paragraph descriping shows that 1228689-61-9 is playing an increasingly important role.

Reference£º
Article; Wilson, Kirsty L.; Murray, Jane; Jamieson, Craig; Watson, Allan J. B.; Synlett; vol. 29; 5; (2018); p. 650 – 654;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem