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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194403Generated: October 27, 2026

Water → 6-[4-(3-chloro-phenylethynyl)-2-methyl-imidazol-1-yl]-1H-pyrazin-2-one

https://huagongshe.com/reaction/2194403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenylsilaneHCID 12752—
Reactant2-Allyloxy-6-[4-(3-chloro-phenylethynyl)-2-methyl-imidazol-1-yl]-pyrazineHCID 66865611—
SolventDichloromethaneHCID 6344—
Product6-[4-(3-chloro-phenylethynyl)-2-methyl-imidazol-1-yl]-1H-pyrazin-2-oneHCID 6686536645.3%

Reaction Steps

A solution of 75 mg (0.214 mmol) 2-Allyloxy-6-[4-(3-chloro-phenylethynyl)-2-methyl imidazol-1-yl]-pyrazine in 5 ml of methylene chloride was degassed with argon. Then 0.052 ml (0.428 mmol) of phenyl silane and 2.5 mg (0.002 mmol) of tetrakis(triphenyl-phosphine)palladium were added and the mixture was stirred for 1 h at room temperature. Then water (1 ml) was added and the mixture was vigourously stirred for 5 min., diluted with 10 ml of methylene chloride and the organic phase was washed with water and brine, dried over magnesium sulfate and concentrated. The obtained solid was triturated with benzene to remove impurities (triphenylphosphine oxide), filtered and dried to yield 30 mg (0.097 mmol, 45%) of the title compound as a white crystalline solid, MS: m/e=311.1, 313.1 (M+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334287B2
Source datasetuspto-grants-2012_12
ORD IDord-3d334f4b4c1f4ce09d63fa3ca7a79fdd
Source noteuspto-grants-2012_12