2-(2-Chloro-5-(trifluoromethyl)phenyl)acetic acid → 2-[2-Chloro-5-(trifluoromethyl)phenyl]-1-{4-[4-(2-phenylethyl)-1,3-thiazol-2-yl]piperidin-1-yl}ethanone

HRID 549955Notes

Reaction equation

HRID 549955 reaction equation
Cl.[C:2]1([CH2:8][CH2:9][C:10]2[N:11]=[C:12]([CH:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)[S:13][CH:14]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][C:23]=1[CH2:32][C:33](O)=[O:34]>>[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]([F:30])([F:31])[F:29])=[CH:24][C:23]=1[CH2:32][C:33]([N:18]1[CH2:19][CH2:20][CH:15]([C:12]2[S:13][CH:14]=[C:10]([CH2:9][CH2:8][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[N:11]=2)[CH2:16][CH2:17]1)=[O:34]

Participants

3

Reactant 2

HCID 27781192-(2-Chloro-5-(trifluoromethyl)phenyl)acetic acidHCID 671568834-[4-(2-Phenylethyl)-1,3-thiazol-2-yl]piperidine hydrochloride

Product 1

HCID 671564182-[2-Chloro-5-(trifluoromethyl)phenyl]-1-{4-[4-(2-phenylethyl)-1,3-thiazol-2-yl]piperidin-1-yl}ethanone

Procedure

4-[4-(2-Phenylethyl)-1,3-thiazol-2-yl]piperidine hydrochloride (II-1, 309 mg) is reacted analogously to Example I-63 with [2-chloro-5-(trifluoromethyl)phenyl]acetic acid (262 mg). After chromatographic purification, this gives 2-[2-chloro-5-(trifluoromethyl)phenyl]-1-{4-[4-(2-phenylethyl)-1,3-thiazol-2-yl]piperidin-1-yl}ethanone (210 mg).

Workup

  1. customAfter chromatographic purification

Sources & evidence

ORD record
ord-26050bd3fb33456a820f0e06515fd722
Source dataset
uspto-grants-2011_05
Patent number
US07943774B2

Reaction notes

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