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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746711Generated: November 1, 2026

Cyclohexanol → HCID 59446942, compound

https://huagongshe.com/reaction/1746711

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanolHCID 7966—
ReactantSodium hydrideHCID 24758—
Reactant6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamideHCID 59447105—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59446942HCID 59446942—

Reaction Steps

Cyclohexanol (Fluka, 4.00 mL; 37.8 mmol) was treated with sodium hydride (35.0 mg; 0.80 mmol) and stirred during 10 minutes. Tetrahydrofuran (3 mL) was added, followed by 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide, Intermediate 7 (50.0 mg; 0.20 mmol). After 2 hours the solvents were removed in vacuo, the crude was redissolved in EtOAc. The organic phase was washed with sat. ammonium chloride and brine, dried over magnesium sulfate, filtered and evaporated in vacuo to give a residue, which was purified by column chromatography (silica) eluting with cyclohexane containing increasing amounts of EtOAc. The title compound was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150519B2
Source datasetuspto-grants-2015_10
ORD IDord-72cbbba4a96c449dbb90cb630202e64d
Source noteuspto-grants-2015_10