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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 986218Generated: October 31, 2026

Dimethyl Sulfate → HCID 20158316, compound

https://huagongshe.com/reaction/986218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
ReactantHCID 14011782HCID 14011782—
ProductHCID 20158316HCID 20158316—

Reaction Conditions

Temperature0 °C

Reaction Steps

4,6-Dimethyl-5-hydroxy-2-phenpentylaminopyrimidine (0.5 g, 1.8 mmol) prepared by the method of example 1 was dissovled in dry THF (20 ml) under nitrogen and treated with sodium hydride (0.07 g, 1.8 mmol, 60% oil dispersion). The reaction mixture was stirred at 0° C. for 2 hours. Dimethylsulfate (0.11 ml, 1.8 mmol) was added with a syringe and the reaction was stirred for an additional hour. After quenching with saturated NH4Cl (aqueous, 20 ml), the reaction mixture was extracted with ethylacetate (75 ml). The extracts were washed with 50 ml water and 50 ml brine, dried over MgSO4 and concentrated. Chromatography on silica gel with ethylacetate/hexane (1:1) eluent yielded 0.15 g of the title compound as a yellow oil, m.p.: 31° to 33° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04711888
Source datasetuspto-grants-1987_12
ORD IDord-6d0a7362a81a4c54bf2315305fd02ba9
Source noteuspto-grants-1987_12