4-(6-Ethoxy-pyridin-3-yl)-4-hydroxy-cyclohexanone → N-({1-[4-(6-Ethoxy-pyridin-3-yl)-4-hydroxy-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

HRID 2096147Notes

Reaction equation

HRID 2096147 reaction equation
[CH2:1]([O:3][C:4]1[N:9]=[CH:8][C:7]([C:10]2([OH:17])[CH2:15][CH2:14][C:13](=O)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)[CH3:2].[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>>[CH2:1]([O:3][C:4]1[N:9]=[CH:8][C:7]([C:10]2([OH:17])[CH2:15][CH2:14][CH:13]([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)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)[CH3:2]

Participants

3

Reactant 2

HCID 593615854-(6-Ethoxy-pyridin-3-yl)-4-hydroxy-cyclohexanoneHCID 59361594N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide

Product 1

HCID 46241717N-({1-[4-(6-Ethoxy-pyridin-3-yl)-4-hydroxy-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

Procedure

The title compounds were prepared as white solids from reductive amination of 4-(6-ethoxy-pyridin-3-yl)-4-hydroxy-cyclohexanone, as prepared in the previous step, and N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide using the procedure described in Step E of Example 1.

Sources & evidence

ORD record
ord-a2f90d2fca74403391165921ba36ee7e
Source dataset
uspto-grants-2013_05
Patent number
US08450304B2

Reaction notes

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