Thiomorpholine → Rac-cis-(3,5-bis-trifluoromethyl-phenyl)-(3-phenyl-4-thiomorpholin-4-yl-piperidin-1-yl)-methanone

HRID 478419Notes

Reaction equation

HRID 478419 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.[NH:21]1[CH2:26][CH2:25][S:24][CH2:23][CH2:22]1.[F:27][C:28]([F:43])([F:42])[C:29]1[CH:30]=[C:31]([CH:35]=[C:36]([C:38]([F:41])([F:40])[F:39])[CH:37]=1)[C:32](Cl)=[O:33]>>[F:27][C:28]([F:43])([F:42])[C:29]1[CH:30]=[C:31]([C:32]([N:8]2[CH2:13][CH2:12][C@H:11]([N:21]3[CH2:26][CH2:25][S:24][CH2:23][CH2:22]3)[C@H:10]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:9]2)=[O:33])[CH:35]=[C:36]([C:38]([F:41])([F:40])[F:39])[CH:37]=1

Participants

4

Reactant 3

HCID 67164ThiomorpholineHCID 1018563,5-Bis(trifluoromethyl)benzoyl chlorideHCID 118179561-Benzyl-3-phenylpiperidin-4-one

Product 1

HCID 131724170Rac-cis-(3,5-bis-trifluoromethyl-phenyl)-(3-phenyl-4-thiomorpholin-4-yl-piperidin-1-yl)-methanone

Procedure

The title compound, MS: m/e=503.2 (M+H+), was prepared in accordance with the general method of example 26 from 1-benzyl-3-phenyl-piperidin-4-one, thiomorpholine and 3,5-bistrifluoromethyl-benzoyl chloride.

Sources & evidence

ORD record
ord-f5f05c93488447db931ac332dcc9fe01
Source dataset
uspto-grants-2003_11
Patent number
US06642226B2

Reaction notes

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