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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 880724Generated: October 31, 2026

Methanol → HCID 67422663, compound

https://huagongshe.com/reaction/880724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantHCID 67421015HCID 67421015—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
ProductHCID 67422663HCID 67422663147.8%

Reaction Steps

A mixture of 860 mg (0.42 mmol, 1 eq) of 4-(2,4-bis(benzyloxy)-5-fluorophenyl)piperidine-1-carboxylic acid tert-butyl ester at 35% in 10 ml of ethyl acetate, in the presence of 200 mg of palladium-on-charcoal at 10%, is stirred at ambient temperature under a hydrogen pressure of 5 bar for 17 hours. 5 ml of methanol are added and the reaction medium is stirred at ambient temperature under a hydrogen pressure of 5 bar for 29 hours. The reaction medium is filtered through filter paper and the filtrate is evaporated off. The residue is chromatographed on silica gel, elution being carried out with 60/40 heptane/ethyl acetate. 192 mg of 4-(5-fluoro-2,4-dihydroxyphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester are obtained. Yield=100%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993596B2
Source datasetuspto-grants-2015_03
ORD IDord-51a4299ca2a848109ab9fb9af1da9965
Source noteuspto-grants-2015_03