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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2303310Generated: November 1, 2026

Tetrahydrofuran → 2-[(2-Guanidinoethyl)amino]-4-(3-methylanilino)pyrimidine-5-carboxamide nitrate

https://huagongshe.com/reaction/2303310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantDiisopropylethylamineHCID 81531—
Reactant3,5-Dimethyl-1H-pyrazole-1-carboxamidine mononitrateHCID 198186—
Reactant2-(2-Aminoethylamino)-4-(m-tolylamino)pyrimidine-5-carboxamideHCID 9817349—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product2-[(2-Guanidinoethyl)amino]-4-(3-methylanilino)pyrimidine-5-carboxamide nitrateHCID 178425526—

Reaction Conditions

Temperature60 °C

Reaction Steps

A 508 mg portion of 3,5-dimethylpyrazole-1-carboxamidine nitrate and 876 μl of diisopropylethylamine were added to a mixture of 328 mg of 2-(2-aminoethylamino)-4-(3-methylanilino)pyrimidine-5-carboxamide and THF, followed by stirring at 60° C. for one week. Water and ethyl acetate were added to the reaction mixture, and the water layer was concentrated under a reduced pressure. The resulting residue was washed with a mixed solution of methanol and ethyl acetate and then recrystallized from a mixed solvent of methanol and water to obtain 200 mg of 2-[(2-guanidinoethyl)amino]-4-(3-methylanilino)pyrimidine-5-carboxamide nitrate as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06432963B1
Source datasetuspto-grants-2002_08
ORD IDord-5f7a9913ccaf4be495b6b77a60ca4afc
Source noteuspto-grants-2002_08