Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668830Generated: November 1, 2026

Phenol → HCID 59362908, compound

https://huagongshe.com/reaction/1668830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantCesium carbonateHCID 10796—
ReactantHCID 59362943HCID 59362943—
CatalystCopperHCID 23978—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 59362908HCID 59362908—

Reaction Conditions

Temperature27.5 °C

Reaction Steps

The title compound was prepared following a published procedure in the literature (D'Angelo, N. D. et al. Tetrahedron Letters, 2006, 47, 5045-5048). A mixture of 1-[4-(2-chloro-6,7-dihydro-5H-cyclopentapyrimidin-4-ylamino)-phenyl]cyclobutane carboxylic acid methyl ester (0.45 g, 1.26 mmol), phenol (0.23 g, 2.5 mmol), copper powder (0.010 g) and cesium carbonate (1.25 g, 3.8 mmol) in anhydrous dimethylformamide (3 mL) was stirred at a temperature in the range of 10° C. to 100° C. for 6 to 20 hours. The mixture was cooled to about 20 to 35° C. and diluted with water. The organics were extracted with EtOAc and the organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude was purified by column chromatography (silica gel) to afford white solid (43% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989463B2
Source datasetuspto-grants-2011_08
ORD IDord-86382aee5bed4d0ca95cd6639d965f8e
Source noteuspto-grants-2011_08