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Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl- → HCID 18360247, compound

HRID 382411
Notes
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Reaction equation

HRID 382411 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][N:5]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[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]([CH3:17])=[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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 83692Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-HCID 183605694-Amino-1-(4-methylbenzyl)-5-imidazolecarboxamide

Product 1

HCID 18360247HCID 18360247, compoundYield 60%

Procedure

An amidation reaction and post-treatment were carried out following the conditions of Example 17, using 1.61 g (6.99 mmol) of 4-amino-1-(4-methylbenzyl)-5-imidazolecarboxamide prepared in the same manner as in Example 87 and 2-(N-t-butyloxycarbonyl-N-methylamino)acetic acid instead of 3-pyridylacetic acid hydrochloride to obtain 1.70 g of 4-(2-(N-t-butyloxycarbonyl-N-methylamino)acetylamino)-1-(4-methylbenzyl)-5-imidazolecarboxamide (yield 60%).

Workup

  1. customAn amidation reaction

Sources & evidence

ORD record
ord-7197691ebed04b47a22aec279127065c
Source dataset
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06310070B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes