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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1162573Generated: October 29, 2026

Potassium Carbonate → HCID 68648418, compound

https://huagongshe.com/reaction/1162573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantCyclohexane, (bromomethyl)-HCID 137636—
ReactantHCID 136352438HCID 136352438—
CatalystTetrabutylammonium BromideHCID 74236—
SolventAcetoneHCID 180—
ProductHCID 68648418HCID 6864841877.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

To an acetone (3 mL) solution of 3-({cyclopentyl-[2-(4-hydroxy-phenyl)-pyrimidin-4-yl]-amino}-methyl)-benzoic acid methyl ester (23 mg, 0.057 mmol) was added (bromomethyl)cyclohexane (11 mg, 0.063 mmol), K2CO3 (36 mg, 0.26 mmol) and tetrabutyammonium bromide (0.4 mg, 0.003 mmol). The resulting reaction mixture was heated in a CEM Exployer PLS™ microwave at 100° C. for 30 min. After cooling to room temperature the reaction mixture was filtered, and the residue was washed with acetone (4 mL). The solution was concentrated, and the crude solid was purified by silica gel chromatography eluting with hexanes/ethyl acetate 4:1 then 2:1 to yield 22 mg of 3-({[2-(4-cyclohexylmethoxy-phenyl)-pyrimidin-4-yl]-cyclopentyl-amino}-methyl)-benzoic acid methyl ester. LCMS m/z: 501 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820704B2
Source datasetuspto-grants-2010_10
ORD IDord-ac88df738c454d3990f630f5488cc446
Source noteuspto-grants-2010_10