Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl- → HCID 18360232, compound

HRID 382406Notes

Reaction equation

HRID 382406 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][N:5]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[C:6]=1[C:7]([NH2:9])=[O:8].[C:18]([O:22][C:23]([N:25]([CH2:27][C:28](O)=[O:29])[CH3:26])=[O:24])([CH3:21])([CH3:20])[CH3:19]>>[C:18]([O:22][C:23]([N:25]([CH2:27][C:28]([NH:1][C:2]1[N:3]=[CH:4][N:5]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[C:6]=1[C:7]([NH2:9])=[O:8])=[O:29])[CH3:26])=[O:24])([CH3:21])([CH3:20])[CH3:19]

Participants

3

Reactant 2

HCID 83692Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-HCID 18360275HCID 18360275, compound

Product 1

HCID 18360232HCID 18360232, compoundYield 72%

Procedure

An amidation reaction and post-treatment were carried out following the conditions of Example 17, using 2.12 g (9.01 mmol) of 4-amino-1-(4-fluorobenzyl)-5-imidazolecarboxamide prepared in the same manner as in Example 58 and 2-(N-t-butyloxycarbonyl-N-methylamino)acetic acid instead of 3-pyridylacetic acid hydrochloride to obtain 2.63 g of 4-(2-(N-t-butyloxycarbonyl-N-methylamino)acetylamino)-1-(4-fluorobenzyl)-5-imidazolecarboxamide (yield 72%).

Workup

  1. customAn amidation reaction

Sources & evidence

ORD record
ord-8648b14aaad8437a98111e1958737427
Source dataset
uspto-grants-2001_10
Patent number
US06310070B1

Reaction notes

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