Benzoyl chloride → 1-(4-t-Butylbenzyl)-4-(4-pyridylcarbonylamino)-5-imidazolecarboxamide

HRID 382430Notes

Reaction equation

HRID 382430 reaction equation
Cl.[NH2:2][C:3]1[N:4]=[CH:5][N:6]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:14][CH:13]=2)[C:7]=1[C:8]([NH2:10])=[O:9].C(Cl)(=O)C1C=CC=CC=1.[C:31](Cl)(=[O:38])[C:32]1[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=1>>[C:18]([C:15]1[CH:16]=[CH:17][C:12]([CH2:11][N:6]2[C:7]([C:8]([NH2:10])=[O:9])=[C:3]([NH:2][C:31]([C:32]3[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=3)=[O:38])[N:4]=[CH:5]2)=[CH:13][CH:14]=1)([CH3:21])([CH3:20])[CH3:19]

Participants

4

Reactant 3

HCID 7412Benzoyl chlorideHCID 417436Pyridine-4-carbonyl chlorideHCID 183602884-Amino-1-(4-t-butylbenzyl)-5-imidazolecarboxamide hydrochloride

Product 1

HCID 183605681-(4-t-Butylbenzyl)-4-(4-pyridylcarbonylamino)-5-imidazolecarboxamideYield 89%

Procedure

An amidation reaction and post-treatment were carried out following the conditions of Example 1, using 1.63 g (5.28 mmol) of 4-amino-1-(4-t-butylbenzyl)-5-imidazolecarboxamide hydrochloride prepared in the same manner as in Example 57 and, instead of benzoyl chloride, isonicotinic chloride which was prepared separately by a conventional method, to obtain 1.78 g of 1-(4-t-butylbenzyl)-4-(4-pyridylcarbonylamino)-5-imidazolecarboxamide (yield 89%).

Workup

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

Sources & evidence

ORD record
ord-88c262800f07426f9494ca7ae534e6d2
Source dataset
uspto-grants-2001_10
Patent number
US06310070B1

Reaction notes

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