Analyzing the synthesis route of 946426-89-7

The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.946426-89-7,5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol,as a common compound, the synthetic route is as follows.

To a solution of (5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methanol (2.1 g, 7.4 mmol) in DCM (37.0 mL) was added a mixture of pyridinium chlorochromate (6.4 g, 29.6 mmol) and finely ground 3 A molecular sieves (6.1 g). The resulting mixture was stirred at room temperature for 30 min and then filtered through a pad of Celite. The pad was washed with MeOH/DCM. The filtrate was evaporated and the residue was purified by flash chromatography on SiO2 (0-100% EtOAc/hexanes, Isco 80 g column) to give 5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-carbaldehyde (1.9 g, 6.8 mmol, 93% yield) as a white solid. 1H NMR (500 MHz, CDCl3) delta 9.67 (s, 1H), 7.49-7.44 (m, 2H), 7.43-7.37 (m, 1H), 2.82 (tt, J=8.3, 5.2 Hz, 1H), 1.52-1.45 (m, 2H), 1.40-1.33 (m, 2H).

The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; Carpenter, Joseph E.; Huang, Yanting; Wang, Ying; Wu, Gang; (137 pag.)US2019/127362; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Brief introduction of 946426-89-7

The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

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

Thionylchloride (62 ml, 0.52 mol) was added slowly to a solution of (5-cyclopropyl-3- (2,6-dichlorophenyl)isoxazol-4-yl)methanol (1.5 g, 5.3 mmol) in dichloromethane (100 ml) at 0-5 C and the resulting mixture allowed to warm to room temperature. After 2 h the reaction mixture was concentrated under reduced pressure and dissolved in DMF (15 ml). 4-(2-(4- Bromophenyl)cyclopropyl)-3-chlorophenol (1.8 g, 5.80 mmol), potassium carbonate (4.7 g, 34.33 mmol) and sodium iodide (800 mg, 5.33 mmol) were then added and the reaction mixture heated at 60-65 C. After 16 h the reaction was poured into water, extracted with ethyl acetate, the organic layer washed with water, brine, dried over anhydrous Na2S04, filtered, concentrated under reduced pressure and purified using silica gel column chromatography, eluting with 20% EtOAc in petroleum ether to give the titled compound (710 mg, 23 %) as a solid. LC-MS: 2.76 mins, [M+H]+ 588

The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; INORBIT THERAPEUTICS AB; SHARMA, Rajiv; BENTHEM, Lambertus; JUDKINS, Robert; (69 pag.)WO2020/33382; (2020); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

New learning discoveries about 946426-89-7

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.946426-89-7,5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol,as a common compound, the synthetic route is as follows.

Thionylchloride (62 ml, 0.52 mol) was added slowly to a solution of (5 -cyclopropyl-3 – (2,6-dichlorophenyl)isoxazol-4-yl)methanol (21 g, 0.073 mol) in dichloromethane (100 ml) at 0-5 C. The reaction mixture was then allowed to warm to 25-30 C and stirred for a further 2 h before being concentrated under reduced pressure. The crude product was then added to a mixture of bromo-3-chloro-phenol (16.2 g 0.081 mol), potassium carbonate (67 g 0.48 mol) and sodium iodide (19 g 0.12 mol) in DMF (100 ml). The mixture was heated at 60-65 C for 16 h, poured into water (500 ml) and extracted with ethyl acetate (600 ml). The organic layers were washed with water, brine, dried, concentrated under reduced pressure and the crude product purified by chromatography on silica gel eluting with 20% EtOAc in petroleum ether to afford the titled compound as a solid (18 g, 60 %). LC-MS: 2.63mins, [M+H]+ 472

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

Reference£º
Patent; INORBIT THERAPEUTICS AB; SHARMA, Rajiv; BENTHEM, Lambertus; JUDKINS, Robert; (69 pag.)WO2020/33382; (2020); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem