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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437704Generated: November 1, 2026

Trifluoroacetic acid → [5-(1-Cyclopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridin-2-yl]-morpholin-4-yl-methanone

https://huagongshe.com/reaction/1437704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant5-(1-Cyclopropyl-piperidin-4-yloxy)-2-(morpholine-4-carbonyl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl esterHCID 68423474—
SolventDichloromethaneHCID 6344—
Product[5-(1-Cyclopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridin-2-yl]-morpholin-4-yl-methanoneHCID 1672735583%

Reaction Steps

The solution of 0.16 g (0.34 mmol) 5-(1-cyclopropyl-piperidin-4-yloxy)-2-(morpholine-4-carbonyl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester in 2 ml dichloromethane was cooled down to 0° C. and treated with 0.52 ml (0.8 g, 6.8 mmol) trifluoroacetic acid. The cooling bath was removed and after 1 hour at room temperature the solution was evaporated and the residue was flash-chromatographed on silica gel with dichloromethane:methanol:ammonia (9:1:0.1 v/v) as eluant to give 0.1 g (83%) 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-2857442c2b9d40038ba05edc9b4d1277
Source noteuspto-grants-2009_11