N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide → N-({1-[4-(4-Dimethylamino-phenyl)-4-hydroxy-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

HRID 1893280Notes

Reaction equation

HRID 1893280 reaction equation
[CH3:1][N:2]([CH3:17])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:16])[CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[NH:18]1[CH2:21][CH:20]([NH:22][C:23]([CH2:25][NH:26][C:27](=[O:38])[C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:37])([F:36])[F:35])[CH:29]=2)=[O:24])[CH2:19]1>>[CH3:1][N:2]([CH3:17])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:16])[CH2:14][CH2:13][CH:12]([N:18]3[CH2:21][CH:20]([NH:22][C:23]([CH2:25][NH:26][C:27](=[O:38])[C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([C:34]([F:37])([F:35])[F:36])[CH:29]=4)=[O:24])[CH2:19]3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 59361594N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamideHCID 595419854-(4-Dimethylamino-phenyl)-4-hydroxy-cyclohexanone

Product 1

HCID 49764829N-({1-[4-(4-Dimethylamino-phenyl)-4-hydroxy-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

Procedure

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

Sources & evidence

ORD record
ord-077da4c4920349ae850dc9416085dfa7
Source dataset
uspto-grants-2013_08
Patent number
US08513229B2

Reaction notes

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