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4-Phenylcyclohexanone → 4-Fluoro-N-{[1-(4-phenyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-3-trifluoromethyl-benzamide

HRID 1893310
Notes
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Reaction equation

HRID 1893310 reaction equation
[C:1]1([CH:7]2[CH2:12][CH2:11][C:10](=O)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:14]1[CH2:17][CH:16]([NH:18][C:19]([CH2:21][NH:22][C:23](=[O:35])[C:24]2[CH:29]=[CH:28][C:27]([F:30])=[C:26]([C:31]([F:34])([F:33])[F:32])[CH:25]=2)=[O:20])[CH2:15]1>>[F:30][C:27]1[CH:28]=[CH:29][C:24]([C:23]([NH:22][CH2:21][C:19](=[O:20])[NH:18][CH:16]2[CH2:15][N:14]([CH:10]3[CH2:11][CH2:12][CH:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[CH2:8][CH2:9]3)[CH2:17]2)=[O:35])=[CH:25][C:26]=1[C:31]([F:34])([F:32])[F:33]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 786054-PhenylcyclohexanoneHCID 59541942N-(azetidin-3-ylcarbamoylmethyl)-4-fluoro-3-trifluoromethyl-benzamide

Product 1

HCID 497632274-Fluoro-N-{[1-(4-phenyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-3-trifluoromethyl-benzamide

Procedure

The title compound was prepared as a white solid by reductive amination of 4-phenyl-cyclohexanone (as prepared in the previous step) and N-(azetidin-3-ylcarbamoylmethyl)-4-fluoro-3-trifluoromethyl-benzamide using the procedure described in Step C of Example 4.

Sources & evidence

ORD record
ord-a942ea2419e24e2f9abfce024983a14f
Source dataset
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08513229B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes