Heterocyclic Building Blocks-isoxazole

108511-97-3, Isoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2-[(phenylmethyl)oxy]-5-(4-pyridinyl)benzoic acid (may be prepared as described in Description 79; 100 mg, 0.30 mmol), EDC (172 mg, 0.90 mmol) and HOBT (137 mg, 0.90 mmol) in dimethylformamide (3 ml) was stirred in air at room temperature for 1 h, then 4-isoxazolamine (may be prepared as described in Description 95; 100 mg, 1.189 mmol) was added in one charge. The reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with water (30 mi). The solid was filtered and dried in vacuo to obtain crude product, which was purified with Prep- HPLC (Waters, X-Bridge, 5Mm;30x100mm; A=0.05%NH3.H2O/water, B:MeCN;v=30ml/min;0-7min, 42%-54%; 7-12min, 95%; t=8.0min.) to yield the title compound as a white solid. 34 mg.’HNMR (400 MHz, DMSO-d6): 10.60 (s, 1 H), 9.27 (s, 1 H), 8.65 (s, 1 H), 8.62 (d, 2H, J=5.6), 8.08 {d, 1 H, J=2.0), 7.98 (dd, 1 H, J=2.0, 8.4), 7.74 (d, 2H, J=5.6), 7.52 (d, 2H, J=7.6), 7.42-7.33 (m, 4H), 5.36 (s, 2H).MS (electrospray); m/z [M+H]+ = 372.1

108511-97-3 Isoxazol-4-amine 13804278, aIsoxazoles compound, is more and more widely used in various.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51135-73-0,Ethyl 5-methylisoxazole-4-carboxylate,as a common compound, the synthetic route is as follows.

S-MethyIisoxazole-4-carboxyiic acid:Ethyl-5-methylisoxazole-4-carboxylate 72.58 g (0.47 mol) was taken in 20% v/v aqueous sulphuric acid (193.5 ml) and refluxed for 16 hours. Toluene (73 ml) was added at 90 0C, cooled to 25 to 35 0C and stirred for 4 hours. The crystallized solid product was filtered and washed with toluene (2×36 ml) followed by water (2×72.5 ml). The product was dried under vacuum to get 27.2 g of 5-Methylisoxazole-4-carboxylic acid as an off white solid with 99.5 % HPLC purity having isomeric impurity 0.27 %

As the paragraph descriping shows that 51135-73-0 is playing an increasingly important role.

Reference£º
Patent; UNICHEM LABORATORIES LIMITED; WO2007/86076; (2007); 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.14441-90-8,5-Phenylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

3-aminocyclobutanecarbonitrile hydrochloride (440 mg, 4.58 mmol, 1.00 eq.), 5-phenyl-1,2-oxazole-3-carboxylic acid (866 mg, 4.58 mmol, 1.00 eq.) and HATU (2090 mg, 5.50 mmol, 1.20 eq.) in dichloromethane (18 mL) were placed in a 100-mL round-bottom flask. To the mixture was added DIEA (1773 mg, 13.72 mmol, 3.00 eq.) and the mixture was stirred for 2 hours at room temperature. The reaction was then quenched by the addition of water. Theresulting solution was extracted with ethyl acetate and the organic layers combined. The resulting mixture was washed with brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:3) to give 600 mg (49%) of N-(cis-3-cyanocyclobutyl)-5- phenylisoxazole-3-carboxamide as a white solid. LC-MS: (M+H) = 268.

14441-90-8 5-Phenylisoxazole-3-carboxylic acid 151916, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; BASTOS Cecilia M.; MUNOZ Benito; TAIT Bradley; WO2015/196071; A1; (2015);,
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

EXAMPLE 87. Synthesis of S-fS-Methylisoxazole-theta-CarboxamidoV^-ChlorobenzoicAcid (Intermediate 42)42[0280] Ethyl S-methylisoxazole-S-carboxylate (500 mg, 3.22 mmol) was suspended in MeOH-THF-H2O (2OmL, 1:1:1) and lithium hydroxide monohydrate (1.35 g, 32.2 mmol) was added. The reaction mixture was stirred for 16 h at room temperature, and acidified with IN HCl. The crude product was extracted with ethyl acetate, and ethyl acetate layer was dried (Na2SO4) and solvent evaporated. The white solid thus obtained, was suspended in dichloromethane (30 mL) and treated with thionyl chloride (2.35 mL, 32.3 mmol) at reflux for 6 hr. The reaction mixture was evaporated, and the residue was dissolved in hexane-ethyl acetate mixture (100 mL, 6:4) and quickly filtered through a short silica plug. On evaporation of solvent, 5-methylisoxazole-3-carbonyl chloride was obtained as a colorless syrup (330 mg, 70%).[0281] qTo a solution of 5-amino-2-chlorobenzoic acid (342 mg, 2.0 mmol) and TEA (1.39 mL, 10 mmol), was added 5-methylisoxazole-3-carbony. chloride (300 mg, 2.06 mmol) in DCM (5 mL). The reaction mixture was stirred at room temperature for 16 hr, and triturated with aqueous sodium bicarbonate. The organic layer was separated, dried (Na2SO4) and evaporated. The residue on filtered through a silica plug to give the title compound as a cream colored solid (330 mg, 57%).

As the paragraph descriping shows that 3405-77-4 is playing an increasingly important role.

Reference£º
Patent; TARGEGEN, INC.; WO2008/8234; (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.3405-77-4,5-Methylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

2-3 (6.9 g, 54.0 mmol) was dissolved in dry DCM (300 mL) at 0 C.Oxalyl chloride (7.0 mL, 81.0 mmol) was added dropwise. Subsequently, a catalytic equivalent of DMF is added,Stir for 20 minutes, warm to room temperature and stir for 2 h.After the reaction was completed, the solvent was concentrated under reduced pressure and the obtained acid chloride was applied to the next step without purification.Compound 2-2 was dissolved in dry DCM, and the pH of the TEA was adjusted to 7.0 at 0 C, and the acid chloride prepared above was added dropwise.After stirring for 10 minutes, TEA (23.0 mL, 162 mmol) was added dropwise.Raise to room temperature and stir for 2 h. When the reaction is complete, use water, saturated citric acid,The organic phase was washed with saturated NaHCO3 and saturated sodium chloride. The combined organic phases were dried over anhydrous sodium sulfate.The solvent was evaporated under reduced pressure, and the obtained crude product was purified by flash column (PE: EA = 5:1).Compound 2-4 was obtained as a yellow oil (14 g, yield 80%).

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

Reference£º
Patent; Nankai University; Shang Luqing; Ma Yuying; He Shuai; Shang Chengyou; (32 pag.)CN110105348; (2019); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

108511-97-3, Isoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Compound 4 (11.51 g, 0.022 mol),Isoxazol-4-ylamine (11.85g, 0.022mol) and p-toluenesulfonic acid(~0.40g) of the suspension was placed in a mechanical stirrer,In a round bottom flask with an oil bath and a Dean-Stark condenser,The reaction mixture is heated to reflux (internal temperature 150-155 C,Oil bath temperature 170-180 C) 15-18 hours,The reaction was monitored by TLC at the same time. After completion of the reaction, the reaction mixture was cooled to 80 C, and methanol (27 mL) was slowly added through a dropping funnel.The reaction mixture was slowly cooled to room temperature with stirring.The resulting solid was filtered and washed with methanol (45 mL).And dried at 100-120 C for 2 hours.Obtained as a white solid ((3-((4,6-difluorobenzo[d]thiazol-2-yl)methyl)thio)-1-(isoxazol-4-ylamino)-1-oxyl Propane-2-carboxylic acid (9H-fluoren-9-yl)yl carbamate (Compound 5), 9.26 g,The yield was 71%.

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

Reference£º
Patent; Qin Jiwei; (13 pag.)CN108892664; (2018); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem