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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1291414Generated: October 25, 2026

Sodium hydride → 7-[4-(4-Chlorobenzoyl)benzyl]-1-fluoromethyl-3-methylxanthine

https://huagongshe.com/reaction/1291414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantBromofluoromethaneHCID 61108—
Reactant3-Methyl-7-[4-(4-chlorobenzoyl)benzyl]xanthineHCID 18918801—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product7-[4-(4-Chlorobenzoyl)benzyl]-1-fluoromethyl-3-methylxanthineHCID 1891906426.5%

Reaction Steps

A solution of 3-methyl-7-[4-(4-chlorobenzoyl)-benzyl]xanthine (975 mg), sodium hydride (61 mg) and fluoromethyl bromide (121 mg) in DMF (10 ml) was stirred at 10° C. for 1 hour. This reaction mixture was poured in water and extracted with ethyl acetate. The extract was washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (hexane-ethyl acetate =1:2) and recrystallized from ethyl acetate to provide the title compound as colorless solid (121 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05753664
Source datasetuspto-grants-1998_05
ORD IDord-195531e464604071a0ff885c35d9e304
Source noteuspto-grants-1998_05