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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946721Generated: October 24, 2026

N-Methylcyclohexylamine → 6-(cyclohexyl(methyl)amino)-N-(4-hydroxyphenyl)pyrimidine-4-carboxamide

https://huagongshe.com/en/reaction/1946721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylcyclohexylamineHCID 7514—
ReactantTriethylamineHCID 8471—
Reactant6-chloro-N-(4-hydroxyphenyl)pyrimidine-4-carboxamideHCID 59446876—
Reactant6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamideHCID 59447105—
SolventTetrahydrofuranHCID 8028—
Product6-(cyclohexyl(methyl)amino)-N-(4-hydroxyphenyl)pyrimidine-4-carboxamideHCID 25182758—

Reaction Steps

A solution of 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide, Intermediate 7 (75.0 mg; 0.30 mmol) in THF (4 mL) was treated with triethylamine (42 μl; 0.30 mmol) and N-methylcyclohexylamine (Aldrich, 43 μl; 0.33 mmol). The reaction mixture was stirred for 24 h. The solvents were removed in vacuo, then the crude product was purified by column chromatography (silica), eluting with cyclohexane containing an increasing amount of EtOAc. The title compound was obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399448B2
Source datasetuspto-grants-2013_03
ORD IDord-985423f63df048219802cd1a00ee8ba9
Source noteuspto-grants-2013_03