3,5-Bis(trifluoromethyl)benzoyl chloride → Rac-cis-(3,5-bis-trifluoromethyl-phenyl)-[4-(4-cyclopropyl-piperazin-1-yl)-3-phenyl-piperidin-1-yl]-methanone

HRID 478415Notes

Reaction equation

HRID 478415 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11](=O)[CH:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:9]1)C1C=CC=CC=1.[CH:21]1([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH2:23][CH2:22]1.[F:30][C:31]([F:46])([F:45])[C:32]1[CH:33]=[C:34]([CH:38]=[C:39]([C:41]([F:44])([F:43])[F:42])[CH:40]=1)[C:35](Cl)=[O:36]>>[F:30][C:31]([F:46])([F:45])[C:32]1[CH:33]=[C:34]([C:35]([N:8]2[CH2:13][CH2:12][C@H:11]([N:27]3[CH2:28][CH2:29][N:24]([CH:21]4[CH2:23][CH2:22]4)[CH2:25][CH2:26]3)[C@H:10]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:9]2)=[O:36])[CH:38]=[C:39]([C:41]([F:44])([F:43])[F:42])[CH:40]=1

Participants

4

Reactant 3

HCID 1018563,5-Bis(trifluoromethyl)benzoyl chlorideHCID 47420041-CyclopropylpiperazineHCID 118179561-Benzyl-3-phenylpiperidin-4-one

Product 1

HCID 131724166Rac-cis-(3,5-bis-trifluoromethyl-phenyl)-[4-(4-cyclopropyl-piperazin-1-yl)-3-phenyl-piperidin-1-yl]-methanone

Procedure

The title compound, MS: m/e=526.1 (M+H+), was prepared in accordance with the general method of example 26 from 1-benzyl-3-phenyl-piperidin-4-one, N-cyclopropyl-piperazine and 3,5-bistrifluoromethyl-benzoyl chloride.

Sources & evidence

ORD record
ord-4a37a21387ff4021a01f16d89812d6f7
Source dataset
uspto-grants-2003_11
Patent number
US06642226B2

Reaction notes

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