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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622250Generated: November 1, 2026

Dichloromethane → 5-Ethyl-2-{4-[5-(4-methanesulfonyl-phenyl)-2,3-dihydro-benzofuran-2-yl]-piperidin-1-yl}-pyrimidine

https://huagongshe.com/reaction/1622250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-5-ethylpyrimidineHCID 3572763—
Reactant4-[5-(4-Methanesulfonylphenyl)-2,3-dihydrobenzofuran-2-yl]piperidineHCID 67973289—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Ethyl-2-{4-[5-(4-methanesulfonyl-phenyl)-2,3-dihydro-benzofuran-2-yl]-piperidin-1-yl}-pyrimidineHCID 71208367—

Reaction Conditions

Temperature120 °C

Reaction Steps

Ethyldiisopropylamine (50 μL) and 2-chloro-5-ethylpyrimidine (17 μL) are added to a solution of 4-[5-(4-methanesulfonyl-phenyl)-2,3-dihydro-benzofuran-2-yl]-piperidine (50 mg) in N,N-dimethylformamide (1 mL) and the reaction mixture is stirred at 120° C. for 2 h. After cooling to room temperature over night, dichloromethane and water are added. The aqueous phase is separated and extracted with dichloromethane. The combined organic phases are washed with water, 10% NH4Cl solution, and brine, and dried over MgSO4. The solvent is evaporated and the residue is triturated with diethyl ether to give the title compound. LC (method 4): tR=1.26 min; Mass spectrum (ESI+): m/z=464 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778926B2
Source datasetuspto-grants-2014_07
ORD IDord-22183141dbed4968973ad7e52068ff5b
Source noteuspto-grants-2014_07