3-Pyridineacetic acid, hydrochloride (1:1) → HCID 54341202, compound

HRID 382429Notes

Reaction equation

HRID 382429 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].Cl.N1C=CC=C(CC(O)=O)C=1.[C:28]([O:32][C:33]([N:35]([C:37]1[CH:45]=[CH:44][C:40]([C:41](O)=[O:42])=[CH:39][CH:38]=1)[CH3:36])=[O:34])([CH3:31])([CH3:30])[CH3:29]>>[CH2:10]([N:5]1[C:6]([C:7]([NH2:9])=[O:8])=[C:2]([NH:1][C:41](=[O:42])[C:40]2[CH:39]=[CH:38][C:37]([N:35]([C:33]([O:32][C:28]([CH3:30])([CH3:29])[CH3:31])=[O:34])[CH3:36])=[CH:45][CH:44]=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 27237243-Pyridineacetic acid, hydrochloride (1:1)HCID 111727624-[(tert-Butoxycarbonyl)(methyl)amino]benzoic acidHCID 140006201-benzyl-4-amino-1H-imidazole-5-carboxamide

Product 1

HCID 54341202HCID 54341202, compoundYield 69%

Procedure

An amidation reaction and post-treatment were carried out following the conditions of Example 17, using 2.16 g (9.99 mmol) of 4-amino-1-benzyl-5-imidazolecarboxamide prepared in the same manner as in Reference Example 2 and, instead of 3-pyridylacetic acid hydrochloride, 4-(N-t-butyloxycarbonyl-N-methylamino)benzoic acid which was prepared separately by a conventional method, to obtain 3.10 g of 1-benzyl-4-(4-(N-t-butyloxycarbonyl-N-methylamino) benzoylamino)-5-imidazolecarboxamide (yield 69%).

Workup

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

Sources & evidence

ORD record
ord-fddabfd478164ef6818ec44525a99b86
Source dataset
uspto-grants-2001_10
Patent number
US06310070B1

Reaction notes

Loading…