4-hydroxy-4-(1-methyl-1H-imidazol-2-yl)-cyclohexanone → N-({1-[4-Hydroxy-4-(1-methyl-1H-imidazol-2-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

HRID 2096181Notes

Reaction equation

HRID 2096181 reaction equation
[OH:1][C:2]1([C:9]2[N:10]([CH3:14])[CH:11]=[CH:12][N:13]=2)[CH2:7][CH2:6][C:5](=O)[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>>[OH:1][C:2]1([C:9]2[N:10]([CH3:14])[CH:11]=[CH:12][N:13]=2)[CH2:7][CH2:6][CH:5]([N:15]2[CH2:18][CH:17]([NH:19][C:20]([CH2:22][NH:23][C:24](=[O:35])[C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:32])[F:33])[CH:26]=3)=[O:21])[CH2:16]2)[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 593615754-hydroxy-4-(1-methyl-1H-imidazol-2-yl)-cyclohexanoneHCID 59361594N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide

Product 1

HCID 46240582N-({1-[4-Hydroxy-4-(1-methyl-1H-imidazol-2-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

Procedure

The title compounds were prepared as white solids from reductive amination of 4-hydroxy-4-(1-methyl-1H-imidazol-2-yl)-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-abbd863ca06f47449d04f5d0533ee080
Source dataset
uspto-grants-2013_05
Patent number
US08450304B2

Reaction notes

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