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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269837Generated: November 1, 2026

Cyclohexylamine → HCID 44422660, compound

https://huagongshe.com/reaction/269837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexylamineHCID 7965—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 67388067HCID 67388067—
SolventWaterHCID 962—
ProductHCID 44422660HCID 4442266061.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A 8 ml portion of NMP solution containing 800 mg of 2-{[2-(4-hydroxyphenyl)ethyl]amino}-4-(methylsulfinyl)pyrimidine-5-carboxamide was mixed with 373 mg of cyclohexylamine and 0.87 ml of diisopropylethylamine, followed by stirring at 100° C. for 1 hour. The reaction mixture was cooled down to room temperature, and then mixed with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, and then the solvent was evaporated. The resulting residue was purified by a silica gel column chromatography (chloroform:methanol), and the resulting crude crystals were recrystallized (methanol-ethyl acetate) to obtain 547 mg of 2-{[2-(4-hydroxyphenyl)ethyl]amino}-4-cyclohexylaminopyrimidine-5-carboxamide as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449456B2
Source datasetuspto-grants-2008_11
ORD IDord-5274e06dcc924ba3893f615014825fb0
Source noteuspto-grants-2008_11