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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1356123Generated: November 3, 2026

Benzenemethanamine, 3,4-dimethyl- → 2-Amino-4-(4,5-dihydro-furan-2-yl)-6-(3,4-dimethyl-benzylamino)-pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/1356123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenemethanamine, 3,4-dimethyl-HCID 66888—
ReactantTrifluoromethanesulfonic acid 2-amino-5-cyano-6-(4,5-dihydro-furan-2-yl)-pyrimidin-4-yl esterHCID 86583757—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2-Amino-4-(4,5-dihydro-furan-2-yl)-6-(3,4-dimethyl-benzylamino)-pyrimidine-5-carbonitrileHCID 1850736215%

Reaction Steps

To a stirred suspension of 250 mg (0.74 mmol) trifluoromethanesulfonic acid 2-amino-5-cyano-6-(4,5-dihydro-furan-2-yl)-pyrimidin-4-yl ester in 10 ml DME was added 0.20 g (1.49 mmol) 3,4-dimethylbenzylamine and the mixture stirred at room temperature for 1 hour. The reaction mixture was then partitioned between water and ethyl acetate and the organic phase was dried over sodium sulfate and concentrated in vacuo. Chromatography (ethyl acetate) followed by trituration in ether/hexane afforded 35 mg (15%) 2-amino-4-(4,5-dihydro-furan-2-yl)-6-(3,4-dimethyl-benzylamino)-pyrimidine-5-carbonitrile as a white crystalline solid. ES-MS m/e (%): 322 (M+H+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586441B2
Source datasetuspto-grants-2003_07
ORD IDord-d0200576f74047a3a46af940c7dc2e9d
Source noteuspto-grants-2003_07