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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1189473Generated: November 1, 2026

Trifluoroacetic acid → 5-methoxy-1H,2H,3H-pyrrolo[2,3-c]pyridine

https://huagongshe.com/reaction/1189473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
Reactanttert-butyl 5-methoxy-2,3-dihydro-1H-pyrrolo[2,3-c]pyridine-1-carboxylateHCID 67133755—
SolventChloroformHCID 6212—
Product5-methoxy-1H,2H,3H-pyrrolo[2,3-c]pyridineHCID 2343403587.3%

Reaction Steps

To 500 mg of tert-butyl 5-methoxy-2,3-dihydro-1H-pyrrolo[2,3-c]pyridine-1-carboxylate was added 1.5 mL of trifluoroacetic acid, followed by stirring at room temperature for 0.5 hours. The reaction liquid was poured into ice water, and neutralized with a 1 M aqueous sodium hydroxide solution, then chloroform was added thereto, and the aqueous layer was separated. The organic layer was washed with water and saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was evaporated to obtain 262 mg of 5-methoxy-2,3-dihydro-1H-pyrrolo[2,3-c]pyridine as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08674096B2
Source datasetuspto-grants-2014_03
ORD IDord-6faf1e6389504736b8dd68a52bfa90f1
Source noteuspto-grants-2014_03