N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide → N-({1-[4-(4-Oxo-4H-pyridin-1-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

HRID 2188562Notes

Reaction equation

HRID 2188562 reaction equation
O=[C:2]1[CH2:7][CH2:6][CH:5]([N:8]2[CH:13]=[CH:12][C:11](=[O:14])[CH:10]=[CH:9]2)[CH2:4][CH2:3]1.[NH:15]1[CH2:18][CH:17]([NH:19][C:20]([CH2:22][NH:23][C:24](=[O:35])[C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:33])[F:32])[CH:26]=2)=[O:21])[CH2:16]1>>[O:14]=[C:11]1[CH:12]=[CH:13][N:8]([CH:5]2[CH2:6][CH2:7][CH:2]([N:15]3[CH2:18][CH:17]([NH:19][C:20]([CH2:22][NH:23][C:24](=[O:35])[C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:32])[F:33])[CH:26]=4)=[O:21])[CH2:16]3)[CH2:3][CH2:4]2)[CH:9]=[CH:10]1

Participants

3

Reactant 2

HCID 59361594N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamideHCID 595411461-(4-oxo-cyclohexyl)-1H-pyridin-4-one

Product 1

HCID 49764949N-({1-[4-(4-Oxo-4H-pyridin-1-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

Procedure

The title compounds were prepared as white solids from the reductive amination of 1-(4-oxo-cyclohexyl)-1H-pyridin-4-one (as prepared in the previous step) and N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide (as prepared in Example 2 Step C) using the procedure described in Step D of Example 1.

Sources & evidence

ORD record
ord-3842917af61f491d9319f3846c83dfe6
Source dataset
uspto-grants-2012_12
Patent number
US08324186B2

Reaction notes

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