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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036166Generated: October 29, 2026

Water → 2-chloro-4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin-1-yl]pyrimidine

https://huagongshe.com/reaction/1036166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,4-DichloropyrimidineHCID 77531—
ReactantDiisopropylethylamineHCID 81531—
Reactant(R)-2-(naphthalen-1-yloxymethyl)pyrrolidineHCID 46845432—
SolventIsopropanolHCID 3776—
SolventEthyl AcetateHCID 8857—
Product2-chloro-4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin-1-yl]pyrimidineHCID 4976619464.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

327 mg of 2,4-dichloropyrimidine are dissolved in 20 ml of isopropanol, and 0.8 ml of N-ethyldiisopropylamine and 500 mg of (R)-2-(naphthalen-1-yloxymethyl)pyrrolidine are added. This mixture is warmed at 80° C. for 6 h. After cooling, the batch is poured into 40 ml of water and 40 ml of ethyl acetate. After phase separation, the organic phase is dried, evaporated and chromatographed on silica gel, giving 480 mg of 2-chloro-4-[(R)-2-(naphthalen-1-yloxymethyl)pyrrolidin-1-yl]pyrimidine as colourless oil;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546406B2
Source datasetuspto-grants-2013_10
ORD IDord-9e861771b4794dd2a7630687df19aba4
Source noteuspto-grants-2013_10