N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide → N-({1-[4-(5-Methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

HRID 2388333Notes

Reaction equation

HRID 2388333 reaction equation
[CH3:1][C:2]1[C:3](=[O:15])[NH:4][CH:5]=[C:6]([CH:8]2[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]2)[CH:7]=1.[NH:16]1[CH2:19][CH:18]([NH:20][C:21]([CH2:23][NH:24][C:25](=[O:36])[C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=2)=[O:22])[CH2:17]1>>[CH3:1][C:2]1[C:3](=[O:15])[NH:4][CH:5]=[C:6]([CH:8]2[CH2:13][CH2:12][CH:11]([N:16]3[CH2:19][CH:18]([NH:20][C:21]([CH2:23][NH:24][C:25](=[O:36])[C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:33])[F:34])[CH:27]=4)=[O:22])[CH2:17]3)[CH2:10][CH2:9]2)[CH:7]=1

Participants

3

Reactant 2

HCID 59361594N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamideHCID 595418313-methyl-5-(4-oxo-cyclohexyl)-1H-pyridin-2-one

Product 1

HCID 46946261N-({1-[4-(5-Methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

Procedure

The title compounds were prepared as white solids from the reductive amination of 3-methyl-5-(4-oxo-cyclohexyl)-1H-pyridin-2-one and N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide using the procedure described in Step F of Example 1.

Sources & evidence

ORD record
ord-cfaed0facb704febbe31ebbabb37944f
Source dataset
uspto-grants-2012_09
Patent number
US08269015B2

Reaction notes

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