2,5-Bis(trifluoromethyl)benzoyl chloride → [2,5-Bis(trifluoromethyl)phenyl]{4-[4-(2-phenylethyl)-1,3-thiazol-2-yl]piperidin-1-yl}methanone

HRID 549958Notes

Reaction equation

HRID 549958 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.[F:21][C:22]([F:37])([F:36])[C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][C:24]=1[C:33](Cl)=[O:34]>>[F:21][C:22]([F:36])([F:37])[C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:30])([F:31])[F:32])=[CH:25][C:24]=1[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 27378122,5-Bis(trifluoromethyl)benzoyl chlorideHCID 671568834-[4-(2-Phenylethyl)-1,3-thiazol-2-yl]piperidine hydrochloride

Product 1

HCID 86642046[2,5-Bis(trifluoromethyl)phenyl]{4-[4-(2-phenylethyl)-1,3-thiazol-2-yl]piperidin-1-yl}methanone

Procedure

4-[4-(2-Phenylethyl)-1,3-thiazol-2-yl]piperidine hydrochloride (II-1, 309 mg) is reacted analogously to Example I-63 with 2,5-bis(trifluoromethyl)benzenecarbonyl chloride (304 mg). After chromatographic purification, this gives [2,5-bis(trifluoromethyl)phenyl]{4-[4-(2-phenylethyl)-1,3-thiazol-2-yl]piperidin-1-yl}methanone (282 mg).

Workup

  1. customAfter chromatographic purification

Sources & evidence

ORD record
ord-e4fca0d484c141c0883e77cbe611e25d
Source dataset
uspto-grants-2011_05
Patent number
US07943774B2

Reaction notes

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