4-(Trifluoromethyl)thiazole-2-carboxylic acid → N-(6-acetyl-2-chloro-3-methoxyphenyl)-4-trifluoromethylthiazole-2-carboxamide

HRID 388643Notes

Reaction equation

HRID 388643 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[N:4]=[C:5]([C:8]([OH:10])=O)[S:6][CH:7]=1.[NH2:13][C:14]1[C:19]([Cl:20])=[C:18]([O:21][CH3:22])[CH:17]=[CH:16][C:15]=1[C:23](=[O:25])[CH3:24].C(C1C(NC(C2SCC(C(F)(F)F)N=2)=O)=C(C)C(OC)=CC=1)(=O)C>>[C:23]([C:15]1[C:14]([NH:13][C:8]([C:5]2[S:6][CH:7]=[C:3]([C:2]([F:1])([F:12])[F:11])[N:4]=2)=[O:10])=[C:19]([Cl:20])[C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)(=[O:25])[CH3:24]

Participants

4

Reactant 3

HCID 186730104-(Trifluoromethyl)thiazole-2-carboxylic acidHCID 299199881-(2-Amino-3-chloro-4-methoxyphenyl)ethanoneHCID 667303754-trifluoromethyl-4H-thiazole-2-carboxylic acid-(6-acetyl-3-methoxy-2-methyl-phenyl)-amide

Product 1

HCID 59434824N-(6-acetyl-2-chloro-3-methoxyphenyl)-4-trifluoromethylthiazole-2-carboxamideYield 65%

Procedure

N-(6-Acetyl-2-chloro-3-methoxyphenyl)-4-trifluoromethylthiazole-2-carboxamide 202d was synthesized from 4-(trifluoromethyl)-1,3-thiazole-2-carboxylic acid and 1-(2-amino-3-chloro-4-methoxyphenyl)-ethanone as a beige solid in 65% yield, following the procedure as described for compound 202b.

Sources & evidence

ORD record
ord-24fac09483cc465da612d19bf3464322
Source dataset
uspto-grants-2013_02
Patent number
US08377962B2

Reaction notes

Loading…