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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250642Generated: October 26, 2026

Butylamine → 4-Butylamino-2-chloro-7-methylthieno[3,2-d]pyrimidine

https://huagongshe.com/reaction/1250642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButylamineHCID 8007—
Reactant2,4-Dichloro-7-methylthieno(3,2-d)pyrimidineHCID 7147064—
SolventDimethylformamideHCID 6228—
Product4-Butylamino-2-chloro-7-methylthieno[3,2-d]pyrimidineHCID 1832638985.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

In DMF was dissolved 700 mg (3.2 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine, and then an aqueous solution of 548 mg (7.5 mmol) of butylamine was added dropwise to the resulting solution under ice cooling over 5 minutes. The reaction mixture was stirred at 0° C. for one hour and then allowed to resume room temperature, followed by stirring for one hour. After completion of the reaction, ice water was added to the reaction mixture, followed by extraction with ethyl acetate (50 ml×3). After the organic layer was washed successively with 1N hydrochloric acid, water and brine and dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (eluent: ethyl acetate-hexane=1/10) to give 698 mg (yield: 85.4%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06339089B2
Source datasetuspto-grants-2002_01
ORD IDord-2775a28143a24ca887e8603289416213
Source noteuspto-grants-2002_01