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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570751Generated: October 28, 2026

Sodium hydride → HCID 86685408, compound

https://huagongshe.com/reaction/570751

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyl N-(2-bromoethyl)carbamateHCID 4103526—
ReactantHCID 86685406HCID 86685406—
SolventDimethylformamideHCID 6228—
ProductHCID 86685408HCID 8668540895.3%

Reaction Steps

2-Thioxo-3-[4-(2,2,2-trifluoroethoxy)phenyl]-2,3-dihydrothieno[3,4-d]pyrimidin-4(1H)-one (1.59 g) was dissolved in N,N-dimethylformamide (20 ml), sodium hydride (60% in oil, 0.25 g) and tert-butyl(2-bromoethyl)carbamate (1.49 g) were added successively thereto under ice-cooling, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was poured into saturated aqueous ammonium chloride solution (30 ml), and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (2.12 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023858B2
Source datasetuspto-grants-2015_05
ORD IDord-27e42f2c43aa42109488cf5f8e66f94c
Source noteuspto-grants-2015_05