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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437178Generated: October 30, 2026

4-[1-(5-chlorothiophen-2-ylmethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-piperidine-1-carboxylic acid tert-butyl ester → 1-(5-chlorothiophen-2-ylmethyl)3-piperidin-4-yl-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/1437178

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-[1-(5-chlorothiophen-2-ylmethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-piperidine-1-carboxylic acid tert-butyl esterHCID 68894286—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
Product1-(5-chlorothiophen-2-ylmethyl)3-piperidin-4-yl-1H-pyrrolo[2,3-b]pyridineHCID 17972975127.8%

Reaction Steps

Over a solution of 2.86 g (6.6 mmol) of 4-[1-(5-chlorothiophen-2-ylmethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-piperidine-1-carboxylic acid tert-butyl ester in 20 ml of dichloromethane, 5.1 ml of trifluoroacetic acid were added. After 1 hour at room temperature, the solvent was removed under reduced pressure. The crude mixture was dissolved in ethyl acetate and washed with saturated solution of potassium carbonate and brine. The organic phase was dried over magnesium sulphate, filtered and removed under reduced pressure affording 2.8 g of a crude mixture which was pure enough for the next synthetic step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622480B2
Source datasetuspto-grants-2009_11
ORD IDord-cc94ff028c0c463e8785f153e81140ef
Source noteuspto-grants-2009_11