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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32593Generated: October 30, 2026

Ammonia → 6-(1-Methyl-4-phenyl-1H-imidazol-5-yl)furo[3,2-d]pyrimidin-4-amine

https://huagongshe.com/reaction/32593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantWaterHCID 962—
Reactant6-(1-methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylthio)furo[3,2-d]pyrimidineHCID 69194926—
CatalystAmmonium ChlorideHCID 25517—
Solvent1,4-DioxaneHCID 31275—
Product6-(1-Methyl-4-phenyl-1H-imidazol-5-yl)furo[3,2-d]pyrimidin-4-amineHCID 6919731084%

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of 6-(1-methyl-4-phenyl-1H-imidazol-5-yl)-4-(methylthio)furo[3,2-d]pyrimidine (Intermediate 87) (50 mg) and saturated aqueous ammonium chloride solution (2 drops) in concentrated aqueous NH3 (1 mL) and 1,4-dioxane (2 mL) was heated under microwave conditions (CEM explorer, 170° C., 150 minutes). Water (10 mL) was added, and the mixture extracted into EtOAc (2×20 mL). The combined organic phases were dried and concentrated in vacuo. Purification by flash chromatography on silica (0-5% MeOH in EtOAc) afforded the title compound as an off-white solid (38 mg, 84%);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427616B2
Source datasetuspto-grants-2008_09
ORD IDord-c07d759cb37a4acb96c19610ab838952
Source noteuspto-grants-2008_09