Heterocyclic Building Blocks-isoxazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19788-36-4,(3,5-Dimethyl-4-isoxazolyl)methanol,as a common compound, the synthetic route is as follows.

To a solution of (3,5-dimethylisoxazol-4-yl)methanol (1.00 g, 7.86 mmol) in CH2CI2 (20 mL) at 0 C was added Dess-Martin periodinane (4.17 g, 9.83 mmol) very slowly over 10 min and the reaction mixture was warmed to rt. The reaction mixture was stirred at rt for 60 min and then filtered through Celite and washed through with CH2C12. The organic layer was dried over Na2S04, concentrated, and purified by column chromatography (15% EtOAc/hexanes) to provide the title compound (0.450 g, 46%). ? NMR (400 MHz, DMSO-d6) delta ppm 9.92 (s, 1H), 2.68 (s, 3H), 2.37 (s, 3H)., 19788-36-4

As the paragraph descriping shows that 19788-36-4 is playing an increasingly important role.

Reference£º
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; BOHNERT, Gary, J.; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; SUNG, Leonard; WO2013/19682; (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.21169-71-1,Isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

21169-71-1, A solution of 5-isoxazolecarboxylic acid (500 mg, 4.42 mmol, commercially available from e.g. Sigma-Aldrich, Maybridge or Apollo) in dry dichloromethane (DCM) (14.700 ml) was stirred at room temperature under an atmosphere of argon. EDC (1017 mg, 5.31 mmol) and HOBt (339 mg, 2.21 1 mmol) were added to the solution and stirring was continued at room temperature for 1/2 hour. After this time, 1 ,1-dimethylethyl hydrazinecarboxylate (701 mg, 5.31 mmol) was added to the reaction mixture and stirring was continued for a further 18 hours at room temperature (overnight). The solution was diluted with DCM (approx 30 ml) and washed with water (2 x 20 ml). The organics were dried over MgSO4, filtered and concentrated under reduced pressure to give a colourless oil. The oil was chromatographed [Sitheta2, EtOAc/Hexane 0-100%] to give a colourless, thick oil in 321 mg. The oil was used directly in the next step. LCMS [M-H] 226.22 and [M+H- BOC]+ 128.07 (at) 0.60 min (2 min run).

21169-71-1 Isoxazole-5-carboxylic acid 2060599, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALTER, Daryl Simon; WO2010/125102; (2010); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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

Example 1.1; N-[(3,5-dimethylisoxazol-4-yl)carbonyl]-3-(5-{3-[6-(methylamino)pyridin-2-yl]propyl}thiophen-2-yl)-L-alanine; To a solution of methyl 3-(5-{3-[6-(methylamino)pyridin-2-yl]propyl}-2-thienyl)-L-alaninate (190 mg, 0.57 mmol) in DMF (1.5 ml) were added TBTU (259 mg, 0.68 mmol) and a solution of 3,5-dimethylisoxazole-4-carboxylic acid (80 mg, 0.57 mmol) in DMF (6 ml). The reaction mixture was allowed to stir at room temperature for 48 hours. NaOH 6N (15 drops) was then added. After 3 hours at room temperature, the crude mixture was filtered and purified by C18 reverse phase chromatography (basic conditions) to afford the title compound as a pale yellow solid (190 mg, 76%).1H NMR Spectrum (DMSO-d6) 1.87-1.96 (m, 2H), 2.18 (s, 3H), 2.39 (s, 3H), 2.53 (t, 2H), 2.70-2.77 (m, 5H), 3.16 (dd, 1H), 3.33 (dd, 1H), 4.51 (ddd, 1H), 6.23 (d, 1H), 6.30 (d, 1H), 6.33 (bs, 1H), 6.65 (d, 1H), 6.72 (d, 1H), 7.27 (dd, 1H), 8.28 (d, 1H)Mass Spectrum [M+H]+=443

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

Reference£º
Patent; ASTRAZENECA AB; US2008/255183; (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.1750-42-1,Isoxazol-3-amine,as a common compound, the synthetic route is as follows.

To a solution of isoxazol-3-amine (313 mg, 3.729 mmol) and imidazole (761 mg, 11.19 mmol) in DCM (9 mL) at -78 C was added SO2Cl2 (503 mg, 3.729 mmol) dropwise. The mixture was warmed to room temperature and stirred for 30 min.1-[5-fluoro-2-methoxy-4-[3-(trifluoromethyl)phenyl]phenyl]- 3,4,4a,5,6,7,8,8a-octahydro-1,6-naphthyridin-2-one (315 mg, 0.7457 mmol) in DCM (1 mL) was then added. The mixture was heated at 80 C for 30 min. The reaction was quenched with water, extracted with DCM (3x). The combined organics were dried (Na2SO4), filtered and concentrated. The crude product was purified by silica flash chromatography (0-10% MeOH/DCM) to give the title compound (235 mg, 55%) as yellow oil. LCMS (ESI) m/z 569 [M+H]+., 1750-42-1

The synthetic route of 1750-42-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; MCKERRALL, Steven; SAFINA, Brian Salvatore; KOLESNIKOV, Aleksandr; ZHANG, Birong; LIU, Wenfeng; LAI, Kwong Wah; (110 pag.)WO2019/191702; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

946426-89-7, 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Compound 23e (800 mg, 2.05 mmol) and Compound INT-003 (630 mg, 2.22 mmol) in toluene (12 mL) was added cesium carbonate (1.3 g, 3.98 mmol), RockPhos (94 mg, 0.19 mmol) and [PdCl(allyl)]2 (15 mg, 0.04 mmol). The resulting solution was stirred for 2 h at 80C under N2atmosphere. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 :2). The collected fractions were combined and concentrated under vacuum. This resulted in 0.8 g (66%) of the title compound as a solid. LC-MS (ES, m/z): [M+H]+= 595.3, 946426-89-7

As the paragraph descriping shows that 946426-89-7 is playing an increasingly important role.

Reference£º
Patent; HEPAGENE THERAPEUTICS, INC.; XU, Xiaodong; (106 pag.)WO2018/75207; (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.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.,2510-36-3

Preparation 34 N-methoxy-N,3,5-trimethylisoxazole-4-carboxamide A/-methoxy-A/,3,5-trimethylisoxazole-4-carboxamide A solution of 3,5-dimethylisoxazole-4-carboxylic acid (15 g, 106 mmol), N,0- dimethylhydroxylamine hydrochloride (11.40 g, 1 17 mmol), HATU (44.5 g, 117 mmol) and Hunig’s Base (46.4 ml, 266 mmol) in DCM (304 ml) was stirred at rt for 2 days. Water was added and the aqueous layer was extracted with DCM (x3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, and filtered, and the filtrate was evaporated in vacuo to give the crude product. The crude product was purified by silica gel chromatography eluting with 0-40% EtOAc/Hexane to give N- methoxy-N,3,5-trimethylisoxazole-4-carboxamide (19 g) as a colorless oil. ‘H NMR (500MHz, CHLOROFORM-d) delta 3.53 (s, 3H), 3.36 (s, 3H), 2.48 (s, 3H), 2.34 (s, 3H).

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WU, Yong-Jin; GUERNON, Jason M.; WO2014/98831; (2014); 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.14678-02-5,5-Amino-3-methylisoxazole,as a common compound, the synthetic route is as follows.

a) 2-Bromo-N-(3-methyl-isoxazol-5-yl)-acetamide 3-Methyl-isoxazol-5-ylamine (2.9 g) and potassium carbonate (9.8 g) were suspended in dichloromethane (100 mL) at room temperature and 2-bromoacetyl bromide (6 g) was added dropwise. The mixture was allowed to stir overnight. Water (0.3 mL) was added together with a further quantity of potassium carbonate (3 g) and the reaction mixture stirred for a further 30 minutes. The reaction mixture was poured into water (100 mL) and extracted with dichloromethane (2*50 mL). The combined organic extracts were dried over magnesium sulfate and then evaporated in vacuo. The crude product was purifed by column chromatography on silica eluting with ethyl acetate/isohexane (50:50) to give sub-titled compound (4.8 g). 1H NMR (300 MHz, CDCl3) delta 11.97 (s, 1H), 6.16 (s, 1H), 4.09 (s, 2H), 2.19 (s, 3H)., 14678-02-5

14678-02-5 5-Amino-3-methylisoxazole 84590, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Bull, Richard James; Skidmore, Elizabeth Anne; Ford, Rhonan Lee; Mather, Andrew Nigel; Mete, Antonio; US2011/172237; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1083224-23-0, 5-(2,4-Difluorophenyl)isoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1083224-23-0

To a solution of rac-(3R*,4R*)-4-amino-3-methyl-piperidine-1 ,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (225 mg, 0.83 mmol) in DMF (5 mL) at RT is added 5-(2,4- difluorophenyl)isoxazole-3-carboxylic acid (205 mg, 0.91 mmol). DIPEA (0.283 mL, 1.65 mmol) is then added followed by HATU (346 mg, 0.91 mmol). The reaction mixture is stirred overnight at RT. The crude mixture is purified by prep. LC-MS in basic conditions. The title compound is obtained as a pale yellow solid. LC-MS method A: tR = 1.01 Min; [M+H]+ = 480.14.

The synthetic route of 1083224-23-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IDORSIA PHARMACEUTICALS LTD; AISSAOUI, Hamed; GUERRY, Philippe; LEHEMBRE, Francois; POTHIER, Julien; POUZOL, Laetitia; RICHARD-BILDSTEIN, Sylvia; YUAN, Shuguang; (273 pag.)WO2018/19929; (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.31329-64-3,3,5-Dimethylisoxazol-4-amine,as a common compound, the synthetic route is as follows.

EXAMPLE 10 7-Methoxy-2-methoxymethylbenzofuran-4-carboxylic acid (3,5-dimethylisoxazol-4-yl)-amide Starting from 7-methoxy-2-methoxymethylbenzofuran-4-carboxylic acid (0.19 g) and 3,5-dimethylisoxazol-4-ylamine (88 mg). Purification by column chromatography on silica eluding with ethyl acetate afforded the title compound as a cream solid (0.18 g). TLC Rf 0.17 (5% methanol in dichloromethane) Mp 168.5-169.5 C., 31329-64-3

31329-64-3 3,5-Dimethylisoxazol-4-amine 182040, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Dyke, Hazel Joan; Lowe, Christopher; Montana, John Gary; US2001/31777; (2001); 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.2552-54-7,3-(Benzyloxy)isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

A solution of Example 87D (0.1 g, 0.252 mmol), N-ethyl-N-isopropylpropan-2-amine (0.220 ml, 1.262 mmol) and 3-(benzyloxy)isoxazole-5-carboxylic acid (0.066 g, 0.303 mmol) in N,N- dimethylformamide (1.941 ml) was treated with l-[bis(dimethylamino)methylene]-lH- 1,2,3 – triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (0.099 g, 0.260 mmol) and the reaction mixture was stirred at room temperature for 20 hours. The reaction mixture was poured into 12 mL water and the resulting suspension was filtered. The solid was washed with water and dried under vacuum. Purification by flash chromatography on silica gel (AnaLogix IntelliFlash 280 system) eluting with a gradient of from 0% to 4% methanol in dichloromethane afforded the title compound. lH NMR (400 MHz, DMSO-d6) delta ppm 2.58 – 2.69 (m, 2H), 3.72 (s, 3H), 3.74 – 3.86 (m, 2H), 4.26 – 4.35 (m, 2H), 5.31 (s, 2H), 6.27 (d, J = 1.6 Hz, 1H), 6.41 – 6.54 (m, 1H), 6.69 (s, 1H), 7.02 (d, J = 5.0 Hz, 1H), 7.1 1 – 7.28 (m, 3H), 7.29 – 7.54 (m, 5H), 8.20 (d, J = 4.9 Hz, 1H), 1 1.57 (brs, 1H). MS (ESI+) m/z 525.1 (M+H)+, 2552-54-7

As the paragraph descriping shows that 2552-54-7 is playing an increasingly important role.

Reference£º
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; TONG, Yunsong; BRUNCKO, Milan; CLARK, Richard F.; CURTIN, Michael L.; FLORJANCIC, Alan S.; FREY, Robin R.; GONG, Jianchun; HANSEN, Todd M.; JI, Zhiqin; LAI, Chunqiu; MASTRACCHIO, Anthony; MICHAELIDES, Michael; MIYASHIRO, Juliem; RISI, Roberto M.; SONG, Xiaohong; TAO, Zhi-fu; WOODS, Keith W.; ZHU, Guidong; PENNING, Thomas; SOUERS, Andrew; GOSWAMI, Rajeev; IQUTURI, Omprakash Reddy; DABBEERU, Madhu Babu; WO2014/139328; (2014); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem