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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429185Generated: November 2, 2026

Water → HCID 59312819, compound

https://huagongshe.com/reaction/1429185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Methoxybenzyl alcoholHCID 7738—
ReactantSodium hydrideHCID 24758—
Reactant4,6-Dichloro-2-(methylthio)pyrimidineHCID 80531—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59312819HCID 5931281961.3%

Reaction Steps

To a solution of 4-methoxybenzyl alcohol (8.9 g, 65 mmol) in dry DMF (100 ml) was added a 60% suspension of sodium hydride (2.2 g, 55 mmol) in portions and the mixture was stirred for two hours at room temperature. The mixture was cooled in an ice bath and 4,6-dichloro-2-methylsulfanyl-pyrimidine (9.8 g, 50 mmol) in dry THF (20 ml) was added. The mixture was then stirred for 72 h at room temperature. Water was added and the mixture was extracted twice with ethyl acetate. The organic phase was washed with water, dried with sodium sulphate and evaporated under reduce pressure. The residue was purified by silica gel chromatography eluted with hexane ethyl acetate which gave the title compound (9.1 g, 61%), (M+H)+296

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937080B2
Source datasetuspto-grants-2015_01
ORD IDord-a39708ffa9e147e095395b17e1f12033
Source noteuspto-grants-2015_01