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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437699Generated: October 26, 2026

Ethyl Acetate → 2-(4,4-Difluoro-piperidine-1-carbonyl)-5-hydroxy-pyrrolo[2,3-b]pyridine-1-carboxylic Acid tert-butyl Ester

https://huagongshe.com/reaction/1437699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant5-Benzyloxy-2-(4,4-difluoro-piperidine-1-carbonyl)-pyrrolo[2,3-b]pyridine-1-carboxylic Acid tert-butyl EsterHCID 68426119—
SolventMethanolHCID 887—
Product2-(4,4-Difluoro-piperidine-1-carbonyl)-5-hydroxy-pyrrolo[2,3-b]pyridine-1-carboxylic Acid tert-butyl EsterHCID 6842397778%

Reaction Steps

To the solution of 0.3 g (0.64 mmol) 5-benzyloxy-2-(4,4-difluoro-piperidine-1-carbonyl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester in 3 ml methanol and 4 ml ethyl acetate 45 mg palladium on activated charcoal (10%) was added and the suspension was hydrogenated at 1.3 bar for 15 min. The suspension was filtered over Dicalite Speed Plus®(Aldrich), the filtercake was washed with ethyl acetate and methanol and the filtrate evaporated. The residue was purified by flash column chromatography on silica gel with ethyl acetate:n-heptane (2:1) as eluant to give 0.19 g (78%) of the desired compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622466B2
Source datasetuspto-grants-2009_11
ORD IDord-9ec1efaf2c23473598938c5921125075
Source noteuspto-grants-2009_11