N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamide → HCID 49763931, compound

HRID 1893241Notes

Reaction equation

HRID 1893241 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[CH2:15][CH2:14][C:13](=O)[CH2:12][CH:11]=3)=[CH:9][C:4]=2[NH:3][CH:2]=1.[NH:17]1[CH2:20][CH:19]([NH:21][C:22]([CH2:24][NH:25][C:26](=[O:37])[C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:35])[F:34])[CH:28]=2)=[O:23])[CH2:18]1>>[N:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]3[CH2:15][CH2:14][CH:13]([N:17]4[CH2:20][CH:19]([NH:21][C:22]([CH2:24][NH:25][C:26](=[O:37])[C:27]5[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:34])[F:35])[CH:28]=5)=[O:23])[CH2:18]4)[CH2:12][CH2:11]3)=[CH:9][C:4]=2[NH:3][CH:2]=1

Participants

3

Reactant 2

HCID 59361594N-(azetidin-3-ylcarbamoylmethyl)-3-trifluoromethyl-benzamideHCID 59541931HCID 59541931, compound

Product 1

HCID 49763931HCID 49763931, compound

Procedure

The title compound was prepared as a white solid by hydrogenation of 4-(3H-benzoimidazol-5-yl)-cyclohex-3-enone (as prepared in the previous step) using the procedure described in Step C of Example 5 followed by reductive amination of the ketone with 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.

Workup

  1. customas prepared in the previous step)

Sources & evidence

ORD record
ord-c8945495363a4f47b612f89318194472
Source dataset
uspto-grants-2013_08
Patent number
US08513229B2

Reaction notes

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