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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668403Generated: October 30, 2026

Dimethylformamide → N-(4-{2-[6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]ethyl}benzyl)-N-methylglycine tert-butyl ester

https://huagongshe.com/reaction/1668403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl bromoacetateHCID 79177—
Reactant6-(4-chlorophenyl)-3-(2-{4-[(methylamino)methyl]phenyl}ethyl)thieno[3,2-d]pyrimidin-4(3H)-one dihydrochlorideHCID 67359698—
SolventEthyl AcetateHCID 8857—
ProductN-(4-{2-[6-(4-chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]ethyl}benzyl)-N-methylglycine tert-butyl esterHCID 5923984371.9%

Reaction Steps

A mixture of the compound (200 mg) obtained in Example 4, tert-butyl bromoacetate (89 mg), triethylamine (146 mg) and N,N-dimethylformamide (3 ml) was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography [developing solvent:ethyl acetate-hexane (3:1, volume ratio)], and recrystallized from ethyl acetate-hexane (3:1, volume ratio) to give the title compound (156 mg) as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989445B2
Source datasetuspto-grants-2011_08
ORD IDord-00cc930835ce454b90cd8f93ec564d0c
Source noteuspto-grants-2011_08