4-Hydroxy-4-m-tolyl-cyclohexanone → N-{[1-(4-Hydroxy-4-m-tolyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-3-trifluoromethyl-benzamide

HRID 1893290Notes

Reaction equation

HRID 1893290 reaction equation
[OH:1][C:2]1([C:9]2[CH:10]=[C:11]([CH3:15])[CH:12]=[CH:13][CH:14]=2)[CH2:7][CH2:6][C:5](=O)[CH2:4][CH2:3]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>>[OH:1][C:2]1([C:9]2[CH:10]=[C:11]([CH3:15])[CH:12]=[CH:13][CH:14]=2)[CH2:7][CH2:6][CH:5]([N:16]2[CH2:19][CH:18]([NH:20][C:21]([CH2:23][NH:24][C:25](=[O:36])[C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:33])[F:34])[CH:27]=3)=[O:22])[CH2:17]2)[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 215283414-Hydroxy-4-m-tolyl-cyclohexanoneHCID 59361594N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide

Product 1

HCID 49764957N-{[1-(4-Hydroxy-4-m-tolyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-3-trifluoromethyl-benzamide

Procedure

The title compound was prepared as a white solid by reductive amination of 4-hydroxy-4-m-tolyl-cyclohexanone (as prepared in the previous step) and N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide (as prepared in step B of Example 4) using the procedure described in Step C of Example 4.

Sources & evidence

ORD record
ord-4f8048b7fad34278bc6a20a140d330b6
Source dataset
uspto-grants-2013_08
Patent number
US08513229B2

Reaction notes

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