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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171675Generated: October 31, 2026

Tetrahydrofuran → [3-(2-Ethoxypyrimidin-5-yl)-2-fluorophenyl]methanol

https://huagongshe.com/reaction/2171675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium ethoxideHCID 2723922—
ReactantTBAF tetrahydrofuranHCID 11078149—
Reactant5-[3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-2-fluorophenyl]-2-chloropyrimidineHCID 86686231—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product[3-(2-Ethoxypyrimidin-5-yl)-2-fluorophenyl]methanolHCID 68309615—

Reaction Steps

5-[3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-2-fluorophenyl]-2-chloropyrimidine (200 mg) was mixed with THF (4 ml), and sodium ethoxide (132 mg) was added thereto, followed by stirring at room temperature for 3 hours, and then a 1M TBAF/THF solution (1.2 ml) was added thereto, followed by stirring at room temperature for 1 hour. Water and EtOAc were added to the reaction mixture, and the organic layer was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/EtOAc) to obtain [3-(2-ethoxypyrimidin-5-yl)-2-fluorophenyl]methanol (129 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051283B2
Source datasetuspto-grants-2015_06
ORD IDord-4191e15b9575427db1e949789d5c502c
Source noteuspto-grants-2015_06