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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396665Generated: November 2, 2026

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

https://huagongshe.com/reaction/1396665

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 mixture was poured into ice water, neutralized with a 1 M aqueous sodium hydroxide solution, and then chloroform was added to the mixture. 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 under reduced pressure 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 numberUS08901126B2
Source datasetuspto-grants-2014_12
ORD IDord-d1763ca9ce774a19840c59a72f40da09
Source noteuspto-grants-2014_12