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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600826Generated: October 31, 2026

Phenol → HCID 178437892, compound

https://huagongshe.com/reaction/1600826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178437894HCID 178437894—
SolventWaterHCID 962—
ProductHCID 178437892HCID 17843789268%

Reaction Conditions

Temperature172.5 °C

Reaction Steps

A mixture of 1-cyclopentyl-3-ethyl-6-(methylsulfonyl) pyrazolo[3,4-d]pyrimidin-4-one (3 g, 9.6 mmol), phenol (6 g, 64 mmol) and NaH (0.5 g, 12.8 mmol, 60% dispersion in mineral oil) was heated at 170-175° C. for 5 hours. The reaction mixture was poured into water (50 mL) and extracted with CHCl3 (100 mL). The CHCl3 layer was concentrated in vacuo and the residue was purified by column chromatography on silica gel eluting with 10% ether/hexane to afford 2.1 g (68%) of 1-cyclopentyl-3-ethyl-6-(phenyloxy) pyrazolo[3,4-d]pyrimidin-4-one, as a white solid, m.p. 175-177° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05977118
Source datasetuspto-grants-1999_11
ORD IDord-b6349e3b09b14024a30cd7a8eaa885d7
Source noteuspto-grants-1999_11