Ammonium Hydroxide → 1-[[2-(Phenylmethoxy)acetyl]amino]-1H-imidazole-5-carboxamide

HRID 57721Notes

Reaction equation

HRID 57721 reaction equation
C[O:2][C:3]([C:5]1[N:6]([NH:10][C:11](=[O:21])[CH2:12][O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:7]=[N:8][CH:9]=1)=O.[OH-].[NH4+:23]>>[CH2:14]([O:13][CH2:12][C:11]([NH:10][N:6]1[C:5]([C:3]([NH2:23])=[O:2])=[CH:9][N:8]=[CH:7]1)=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 897151963-(2-Benzyloxy-acetylamino)-3H-imidazole-4-carboxylic acid methyl ester

Product 1

HCID 897148121-[[2-(Phenylmethoxy)acetyl]amino]-1H-imidazole-5-carboxamideYield 88%

Conditions

Temperature
70 °C

Procedure

Compound 2 (8.7 g, 30.1 mmol) and ammonium hydroxide (15 ml) were combined in a sealed tube and heated to 70° C. under microwave irradiation for 2 hours. The mixture was concentrated in vacuo to afford compound 3 (7.3 g, 88% yield) as a white solid. LC-MS: m/z 275.1 [M+H]+.

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-c9d80954d63d4e63b59351e0de4a8653
Source dataset
uspto-grants-2016_09
Patent number
US09434733B2

Reaction notes

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