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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278495Generated: October 30, 2026

Ammonium Hydroxide → 1-[(2S,3R)-2-benzyloxy-5-(1-naphthyl)-3-pentyl]imidazole-4-carboxamide

https://huagongshe.com/reaction/278495

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
Reactantmethyl 1-[(2S,3R)-2-benzyloxy-5-(1-naphthyl)-3-pentyl]imidazole-4-carboxylateHCID 69690219—
SolventDimethylformamideHCID 6228—
Product1-[(2S,3R)-2-benzyloxy-5-(1-naphthyl)-3-pentyl]imidazole-4-carboxamideHCID 5732411093.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of methyl 1-[(2S,3R)-2-benzyloxy-5-(1-naphthyl)-3-pentyl]imidazole-4-carboxylate (obtained in Example 3(20)) (160 mg) in ammonium hydroxide (10 ml) and DMF (5 ml) was heated at 100° C. for 8 h in a sealed tube and then concentrated in vacuo. Flash chromatography (dichloromethane:methanol=20:1) gave 1-[(2S,3R)-2-benzyloxy-5-(1-naphthyl)-3-pentyl]imidazole-4-carboxamide (144 mg, 93.3%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06359145B1
Source datasetuspto-grants-2002_03
ORD IDord-8f389dc6e1014af0878d0cefa547b947
Source noteuspto-grants-2002_03