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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1082085Generated: October 26, 2026

Sodium hydride → 4-[2-(4-Diphenylmethylpiperazino)ethoxy]-2-(4-methoxyphenyl)-6-methylpyrimidine

https://huagongshe.com/reaction/1082085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-(Diphenylmethyl)-1-piperazineethanolHCID 4742573—
Reactant4-Chloro-2-(4-methoxyphenyl)-6-methylpyrimidineHCID 15383455—
SolventTetrahydrofuranHCID 8028—
Product4-[2-(4-Diphenylmethylpiperazino)ethoxy]-2-(4-methoxyphenyl)-6-methylpyrimidineHCID 1538344647.4%

Reaction Steps

0.6 g of 4-chloro-2-(4-methoxyphenyl)-6-methylpyrimidine and 0.76 g of 1-diphenylmethyl-4-(2-hydroxyethyl)piperazine were dissolved in 20 ml of dried tetrahydrofuran. After addition of 0.1 g of 60% sodium hydride, the mixture was stirred for 20 hours at room temperature. The reaction mixture was poured into ice-water and was extracted with ethyl acetate. After the extract was washed with water and was dried with anhydrous magnesium sulfate, then was evaporated in vacuo. The resulting residue was purified with column chromatography with silica gel (Wako gel C-200, elution with chloroform and then chloroform:ethyl acetate=8:1). The desired fraction was crystallized by evaporating the solvent under reduced pressure. The crystals were recrystallized with the solvent mixed with chloroform and ether, resulting to obtain 0.6 g of crystals. Melting point is 132° to 133° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05589477
Source datasetuspto-grants-1996_12
ORD IDord-dbdb18525f4e49babad3f498d183d767
Source noteuspto-grants-1996_12