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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515853Generated: November 3, 2026

{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-carbamic acid tert-butyl ester → {2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1515853

Reaction equation

Participants

RoleNameHCIDCharge
Reactant{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-carbamic acid tert-butyl esterHCID 67229438—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product{2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-carbamic acid tert-butyl esterHCID 6722915599.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of {2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-vinyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-carbamic acid tert-butyl ester (582 mg, 1.21 mmol) and 10% palladium on activated carbon (0.6 g) in methanol (200 mL) was heated at 50° C. under hydrogen (5 atm) for 5 h. After cooling, the catalyst was removed by filtration and washed with ethyl acetate. The filtrate was concentrated in vacuo to give {2-[2-cyclopentyl-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-carbamic acid tert-butyl ester (584 mg) which was used in the next step without purification: LC/MS m/e calcd for C26H33N3O4S [M+H]+ 484.63, observed 484.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222416B2
Source datasetuspto-grants-2012_07
ORD IDord-a8d492aa21854599a0655db3fa44dc12
Source noteuspto-grants-2012_07