Benzoyl chloride → 1-Benzyl-4-(3,5-dimethyl-4-methoxymethoxybenzoyl-amino)-5-imidazolecarboxamide

HRID 382368Notes

Reaction equation

HRID 382368 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][N:5]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:6]=1[C:7]([NH2:9])=[O:8].C(Cl)(=O)C1C=CC=CC=1.[CH3:26][C:27]1[CH:28]=[C:29]([CH:33]=[C:34]([CH3:40])[C:35]=1[O:36][CH2:37][O:38][CH3:39])[C:30](Cl)=[O:31]>>[CH2:10]([N:5]1[C:6]([C:7]([NH2:9])=[O:8])=[C:2]([NH:1][C:30](=[O:31])[C:29]2[CH:28]=[C:27]([CH3:26])[C:35]([O:36][CH2:37][O:38][CH3:39])=[C:34]([CH3:40])[CH:33]=2)[N:3]=[CH:4]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 3

HCID 7412Benzoyl chlorideHCID 140006201-benzyl-4-amino-1H-imidazole-5-carboxamideHCID 183605343,5-Dimethyl-4-methoxymethoxybenzoyl chloride

Product 1

HCID 183604881-Benzyl-4-(3,5-dimethyl-4-methoxymethoxybenzoyl-amino)-5-imidazolecarboxamide

Procedure

An amidation reaction and post-treatment were carried out according to the conditions of Example 1, using 1.06 g (4.9 mmol) 4-amino-1-benzyl-5-imidazolecarboxamide prepared in Reference Example 2 and, instead of benzoyl chloride, 3,5-dimethyl-4-methoxymethoxybenzoyl chloride which was separately prepared by a conventional method, to obtain 1.40 g of 1-benzyl-4-(3,5-dimethyl-4-methoxymethoxybenzoyl-amino)-5-imidazolecarboxamide.

Workup

  1. customAn amidation reaction
  2. customwas separately prepared by a conventional method

Sources & evidence

ORD record
ord-96dc6dc797a3496d86589f71b1f7ccb1
Source dataset
uspto-grants-2001_10
Patent number
US06310070B1

Reaction notes

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