Category: 924287-65-0

Analyzing the synthesis route of 924287-65-0

As the paragraph descriping shows that 924287-65-0 is playing an increasingly important role.

924287-65-0, Methyl 2-bromo-4-fluorobenzo[d]thiazole-6-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,924287-65-0

To a 25 mL round-bottom flask purged and maintained under an ine1i atmosphere ofnitrogen was added ( 1 S,4S,5R)-2-azabicyclol2.2.1]heptan-5-y 1 3-(2,6-dichloropheny l)-5-(lt1uorocyclopropyl)-l,2-oxazole-4-carboxylate JOi (JOO mg, 0.24 mmol, 1.0 equiv.), DMA (5mL), methyl2-bromo-4-t1uoro-l,3-benzothiazole-6-carboxylate A-l (78 mg, 0.27 mmoL 1 1015 equiv), and Cs2C01 (238 mg, 0.73 mmoL 3.0 equiv.) and the resulting mixture was stirred at60 C overnight. 100 mL off-hO was then added, the aqueous mixtme was extracted v.¡¤ithethyl acetate (1 00 mL x 2). The combined organic extracts were washed with brine (20 mL x2), dried over sodium sulfate, filtered, and concentrated in vacuo. The crude product Vaspurified by silica gel column chromatography eluting with PE:EA (3: 1) to give 80 mg (55%)20 of methyl 2-[ (lS,4S,5R)-5-[ [ 5-cyclopropyl-3-(2,6-dichorophenyl)-1 ,2-oxazol-4-y l]carbony loxy] -2-azabicycl o[2.2.1 ]heptan-2-y l] -4-fluoro-1 ,3-benzothiazole-6-carboxy late(l qj) as a light yellow oil.

As the paragraph descriping shows that 924287-65-0 is playing an increasingly important role.

Reference£º
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Some tips on 924287-65-0

The synthetic route of 924287-65-0 has been constantly updated, and we look forward to future research findings.

924287-65-0, Methyl 2-bromo-4-fluorobenzo[d]thiazole-6-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,924287-65-0

To a 100 mL round-bottom flask purged with nitrogen was added (lR,3R,5S)-8- azabicyclo[3.2.1]octan-3-yl 5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-l,2-oxazole-4- carboxylate 14e (360 nig, 0,85 mmol, 1.0 equiv.), DMSO (10 mL), methyl 2-bromo-4-fluoro- l,3-benzothiazole-6-carboxylate Al (294 mg, 1.01 mmol, 1.2 equiv.), and CsF (389 mg, 3.0 equiv.). The resulting mixture was stirred overnight at 115 C and then ethyl acetate was added (100 mL). The resulting mixture was washed with brine (20 mL x 2), dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The resulting residue was purified via silica gel chromatography eluting with ethyl acetate/petroleum ether (1 :2) to afford methyl 2- [(lR,3R,5S)-3-([5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-l,2-oxazol-4-yl]carbonyloxy)-8- azabicyclo[3.2.1]octan-8-yl]-4-fluoro-l ,3-benzothiazole-6-carboxylate 14f (440 mg, 82%) as a light yellow solid.

The synthetic route of 924287-65-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (249 pag.)WO2018/39384; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 924287-65-0

924287-65-0 Methyl 2-bromo-4-fluorobenzo[d]thiazole-6-carboxylate 57527206, athiazole compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.924287-65-0,Methyl 2-bromo-4-fluorobenzo[d]thiazole-6-carboxylate,as a common compound, the synthetic route is as follows.

To a 50 mL round-bottom flask purged and maintained under an inert atmosphere of nitrogen was added (1S,4S,5R)-5-[[l-cyclopropyl-4-(2,6-dichlorophenyl)-1H-pyrazol-5- yl]methoxy]-2-azabicyclo [2.2.1] heptane 41g (80 mg, 0.21 mmol, 1.00 equiv.), DMA (2 mL), methyl 2-bromo-4-fluoro-l,3-benzothiazole-6-carboxylate 30c (74 mg, 0.26 mmol, 2.00 equiv.), and Cs2CO3 (137 mg, 0.42 mmol, 2.00 equiv.). The resulting mixture was heated at 60C overnight. Upon cooling to room temperature, the mixture was diluted with water (50 mL), extracted with ethyl acetate (50 mL x 3), and the combined organic extracts were washed with brine (30 mL x 3), dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (1 :5) to afford methyl 2-[(1S,4S,5R)-5-[[l-cyclopropyl-4-(2,6-dichlorophenyl)-1H- pyrazol-5-yl]methoxy]-2-azabicyclo[2.2.1]heptan-2-yl]-4-fluoro-l,3-benzothiazole-6- carboxylate 47a (50 mg, 40%) as an off-white solid.

924287-65-0 Methyl 2-bromo-4-fluorobenzo[d]thiazole-6-carboxylate 57527206, athiazole compound, is more and more widely used in various.

Reference£º
Patent; ARDELYX, INC.; CHAO, Jianhua; (231 pag.)WO2019/55808; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica