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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250692Generated: October 31, 2026

Dodecylamine → 2-Chloro-4-dodecylamino-7-methylthieno[3,2-d]pyrimidine

https://huagongshe.com/reaction/1250692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDodecylamineHCID 13583—
Reactant2,4-Dichloro-7-methylthieno(3,2-d)pyrimidineHCID 7147064—
SolventDimethylformamideHCID 6228—
Product2-Chloro-4-dodecylamino-7-methylthieno[3,2-d]pyrimidineHCID 1832638063.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

In 1 ml of DMF, 700 mg (3.2 mmol) of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine was dissolved, and then 1.30 g (7.0 mmol) of dodecylamine was added dropwise thereto over 5 minutes. The reaction solution was stirred at 0° C. for one hour and then allowed to resume room temperature, followed by stirring for further 1 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 745 mg (yield: 63.4%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06339089B2
Source datasetuspto-grants-2002_01
ORD IDord-bddd7c034eef4f0589c4827665487ce3
Source noteuspto-grants-2002_01