N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide → N-({1-[4-(6-Oxo-1,6-dihydro-pyridin-2-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

HRID 2388339Notes

Reaction equation

HRID 2388339 reaction equation
O=[C:2]1[CH2:7][CH2:6][CH:5]([C:8]2[NH:13][C:12](=[O:14])[CH:11]=[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:12]1[NH:13][C: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]=[CH:11]1

Participants

3

Reactant 2

HCID 59361594N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamideHCID 595417636-(4-oxo-cyclohexyl)-1H-pyridin-2-one

Product 1

HCID 46946449N-({1-[4-(6-Oxo-1,6-dihydro-pyridin-2-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

Procedure

The title compounds were prepared as white solids from the reductive amination of 6-(4-oxo-cyclohexyl)-1H-pyridin-2-one (as prepared in the previous step) and N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide using the procedure described in Step F of Example 1.

Sources & evidence

ORD record
ord-d4f170257c034f5bbc152a894f35828a
Source dataset
uspto-grants-2012_09
Patent number
US08269015B2

Reaction notes

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