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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32536Generated: October 30, 2026

Water → 6-(1-Methyl-4-phenyl-1H-imidazol-5-yl)-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/32536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
Reactant5-[(1-methyl-4-phenyl-1H-imidazol-5-yl)ethynyl]pyrimidin-4-amineHCID 17965825—
ReactantPotassium tert-butoxideHCID 23665647—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product6-(1-Methyl-4-phenyl-1H-imidazol-5-yl)-7H-pyrrolo[2,3-d]pyrimidineHCID 1033360433.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

Potassium tert-butoxide (84 mg) was added to 5-[(1-methyl-4-phenyl-1H-imidazol-5-yl)ethynyl]pyrimidin-4-amine (intermediate 28) (41 mg) stirred in NMP (2 mL) and heated to 60° C. for 5 hours. After cooling to ambient temperature, water (3 mL) and then DCM (10 mL) was added. The reaction mixture was washed with water (4×10 mL), dried (MgSO4), filtered and concentrated in vacuo. Purification by flash chromatography on silica eluting with DCM:MeOH (20:1 to 10:1) afforded the title compound as a white solid (13.6 mg, 33%);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07427616B2
Source datasetuspto-grants-2008_09
ORD IDord-90706556386e444fa8cdd38b3e384f05
Source noteuspto-grants-2008_09