3-Methoxyazetidine → 1-[2-(4-Chloro-phenyl)-ethyl]-4-(3-methoxy-azetidine-1-carbonyl)-1H-benzoimidazole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide

HRID 18567Notes

Reaction equation

HRID 18567 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[C:14]3[CH:15]=[CH:16][CH:17]=[C:18]([C:19](O)=[O:20])[C:13]=3[N:12]=[C:11]2[C:22](=[O:33])[NH:23][CH:24]2[CH2:29][CH2:28][N:27]([CH:30]([CH3:32])[CH3:31])[CH2:26][CH2:25]2)=[CH:4][CH:3]=1.[CH3:34][O:35][CH:36]1[CH2:39][NH:38][CH2:37]1>>[CH:30]([N:27]1[CH2:26][CH2:25][CH:24]([NH:23][C:22]([C:11]2[N:10]([CH2:9][CH2:8][C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[C:14]3[CH:15]=[CH:16][CH:17]=[C:18]([C:19]([N:38]4[CH2:39][CH:36]([O:35][CH3:34])[CH2:37]4)=[O:20])[C:13]=3[N:12]=2)=[O:33])[CH2:29][CH2:28]1)([CH3:31])[CH3:32]

Participants

3

Reactant 2

HCID 134019963-MethoxyazetidineHCID 670123531-[2-(4-Chloro-phenyl)-ethyl]-2-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-benzoimidazole-4-carboxylic acid

Product 1

HCID 670123161-[2-(4-Chloro-phenyl)-ethyl]-4-(3-methoxy-azetidine-1-carbonyl)-1H-benzoimidazole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide

Procedure

1-[2-(4-Chloro-phenyl)-ethyl]-4-(3-methoxy-azetidine-1-carbonyl)-1H-benzoimidazole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide was prepared by a procedure according to example 22 starting from 50 mg (0.097 mmol) 1-[2-(4-Chloro-phenyl)-ethyl]-2-(1-isopropyl-piperidin-4-ylcarbamoyl)-1H-benzoimidazole-4-carboxylic acid and 13.5 mg (0.015 mmol) 3-methoxy-azetidine. The title compound was obtained as its formiate in form a white amorphous solid.

Workup

  1. custom1-[2-(4-Chloro-phenyl)-ethyl]-4-(3-methoxy-azetidine-1-carbonyl)-1H-benzoimidazole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide was prepared by a procedure

Sources & evidence

ORD record
ord-5a4e725470744ff298788fe618a46547
Source dataset
uspto-grants-2010_06
Patent number
US07741341B2

Reaction notes

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