Azetidine → 5-(Azetidine-1-carbonyl)-2-chloro-3-methyl-3H-imidazole-4-carboxylic acid [2-(1-methyl-1H-benzoimidazol-2-yl)-ethyl]-amide

HRID 1621096Notes

Reaction equation

HRID 1621096 reaction equation
[Cl:1][C:2]1[N:3]([CH3:25])[C:4]([C:10](=[O:24])[NH:11][CH2:12][CH2:13][C:14]2[N:18]([CH3:19])[C:17]3[CH:20]=[CH:21][CH:22]=[CH:23][C:16]=3[N:15]=2)=[C:5]([C:7]([OH:9])=O)[N:6]=1.[NH:26]1[CH2:29][CH2:28][CH2:27]1>>[CH3:19][N:18]1[C:17]2[CH:20]=[CH:21][CH:22]=[CH:23][C:16]=2[N:15]=[C:14]1[CH2:13][CH2:12][NH:11][C:10]([C:4]1[N:3]([CH3:25])[C:2]([Cl:1])=[N:6][C:5]=1[C:7]([N:26]1[CH2:29][CH2:28][CH2:27]1)=[O:9])=[O:24]

Participants

3

Reactant 2

HCID 10422AzetidineHCID 71279261HCID 71279261, compound

Product 1

HCID 712885865-(Azetidine-1-carbonyl)-2-chloro-3-methyl-3H-imidazole-4-carboxylic acid [2-(1-methyl-1H-benzoimidazol-2-yl)-ethyl]-amide

Procedure

The product was obtained starting from 2-chloro-1-methyl-5-(2-(1-methyl-1H-benzo[d]imidazol-2-yl)ethylcarbamoyl)-1H-imidazole-4-carboxylic acid (30 mg, 82.9 μmol) and azetidine (14.2 mg, 16.9 μl, 249 μmol) according to the method described in example 7, step 5 as white waxy solid (17.5 mg, 41.5 μmol, 50.0%). MS: M=401.2 (M+H)+

Workup

  1. customThe product was obtained

Sources & evidence

ORD record
ord-2adc7ad9da92438bb1c8eee091f57022
Source dataset
uspto-grants-2014_07
Patent number
US08772510B2

Reaction notes

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