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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 538221Generated: October 27, 2026

Phenol → 7-Chloro-5-methylsulfanyl-2-phenoxymethyl-imidazo[1,2-c]pyrimidine

https://huagongshe.com/reaction/538221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantPotassium CarbonateHCID 11430—
Reactant7-Chloro-2-(chloromethyl)-5-methylsulfanyl-imidazo[1,2-c]pyrimidineHCID 59299232—
SolventAcetonitrileHCID 6342—
Product7-Chloro-5-methylsulfanyl-2-phenoxymethyl-imidazo[1,2-c]pyrimidineHCID 8669649853%

Reaction Conditions

Temperature50 °C

Reaction Steps

Phenol (0.050 g, 0.53 mmol) was added to a suspension of 7-chloro-2-chloromethyl-5-methylsulfanyl-imidazo[1,2-c]pyrimidine (0.15 g, 0.53 mmol) and K2CO3 (0.21 g, 1.58 mmol) in ACN (2 mL). The mixture was stirred at 50° C. for 18 hours and then the solvents were evaporated in vacuo. The crude product was purified by flash column chromatography (silica; DCM). The desired fractions were collected and the solvents evaporated in vacuo. The product was triturated with diethyl ether and the solid thus obtained, filtered and dried in vacuo to yield 7-chloro-5-methylsulfanyl-2-phenoxymethyl-imidazo[1,2-c]pyrimidine (0.085 g, 53% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865725B2
Source datasetuspto-grants-2014_10
ORD IDord-e2be81f82a4c4ba79a576559d3cb73e0
Source noteuspto-grants-2014_10