N-(6-acetyl-2-chloro-3-methoxyphenyl)-4-trifluoromethylthiazole-2-carboxamide → 8-Chloro-2-(4-trifluoromethyl-thiazol-2-yl)-7-methoxy-quinolin-4-ol

HRID 925922Notes

Reaction equation

HRID 925922 reaction equation
[C:1]([C:4]1[C:9]([NH:10][C:11]([C:13]2[S:14][CH:15]=[C:16]([C:18]([F:21])([F:20])[F:19])[N:17]=2)=O)=[C:8]([Cl:22])[C:7]([O:23][CH3:24])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].COC1C(C)=C2C(C(O)=CC(C3SC=C(C(F)(F)F)N=3)=N2)=CC=1>>[Cl:22][C:8]1[C:7]([O:23][CH3:24])=[CH:6][CH:5]=[C:4]2[C:9]=1[N:10]=[C:11]([C:13]1[S:14][CH:15]=[C:16]([C:18]([F:21])([F:20])[F:19])[N:17]=1)[CH:2]=[C:1]2[OH:3]

Participants

3

Reactant 2

HCID 59434824N-(6-acetyl-2-chloro-3-methoxyphenyl)-4-trifluoromethylthiazole-2-carboxamideHCID 178487696HCID 178487696, compound

Product 1

HCID 1784876978-Chloro-2-(4-trifluoromethyl-thiazol-2-yl)-7-methoxy-quinolin-4-olYield 70%

Procedure

8-Chloro-7-methoxy-2-(4-trifluoromethyl-thiazol-2-yl)-quinolin-4-ol 203d was synthesized from compound 202d as a yellow powder in 70% yield, following the procedure as described for compound 203b. MS (ESI, EI+): m/z=361 (MH+).

Sources & evidence

ORD record
ord-197ae6d96041421fba2d6221882cbf01
Source dataset
uspto-grants-2016_03
Patent number
US09284307B2

Reaction notes

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