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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746644Generated: October 31, 2026

Water → HCID 59447008, compound

https://huagongshe.com/reaction/1746644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantCyclohexanemethylamineHCID 76688—
ReactantMethyl 2,4-dichloropyrimidine-6-carboxylateHCID 239689—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59447008HCID 59447008—

Reaction Steps

A cooled (0° C.) solution of methyl 2,4-dichloropyrimidine-6-carboxylate (Apollo, OR2558, 2.62 g; 12.7 mmol) in anhydrous THF (95 mL) was treated with a solution of cyclohexanemethylamine (Aldrich, 1.68 mL; 12.66 mmol) and triethylamine (1.93 mL; 13.92 mmol) in THF (35 mL). The reaction mixture was stirred during 30 min. Water (50 mL) was poured into the reaction mixture, which was extracted with EtOAc. The combined organic extracts were dried over magnesium sulfate, filtered and concentrated, which was purified by column chromatography (silica) eluting with cyclohexane containing increasing amounts of EtOAc. The title product was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150519B2
Source datasetuspto-grants-2015_10
ORD IDord-0bdd00bfb75949eb8dfbf01c51f9b937
Source noteuspto-grants-2015_10