Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250624Generated: October 27, 2026

Allylamine → 2-Allylamino-4-cyclohexylamino-7-methylthieno[3,2-d]pyrimidine hydrochloride

https://huagongshe.com/reaction/1250624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllylamineHCID 7853—
Reactant2-Chloro-4-cyclohexylamino-7-methylthieno[3,2-d]pyrimidineHCID 11822070—
SolventWaterHCID 962—
Product2-Allylamino-4-cyclohexylamino-7-methylthieno[3,2-d]pyrimidine hydrochlorideHCID 1832638366.7%

Reaction Conditions

Temperature140 °C

Reaction Steps

In 2.28 g (40.0 mmol) of allylamine was dissolved 250 mg (0.9 mmol) of 2-chloro-4-cyclohexylamino-7-methylthieno[3,2-d]pyrimidine, and the resulting solution was heated in a sealed tube at 140° C. for 24 hours. After the reaction mixture was cooled, 100 ml of water was added thereto, followed by extraction with ethyl acetate (20 ml×3). The organic layer was washed with 20 ml of water and dried over anhydrous sodium sulfate, and then the solvent was distilled off. The residue was purified by silica gel column chromatography and an eluate of hexane/ethyl acetate=4/1 was concentrated. To the concentrate was added a 4N hydrochloric acid-ethyl acetate solution (1 ml), and crystals thus precipitated were filtered to give 200 mg (yield: 66.7%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06339089B2
Source datasetuspto-grants-2002_01
ORD IDord-92acb91d9a3a42f7bc3ae08505bb0b43
Source noteuspto-grants-2002_01