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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387305Generated: October 30, 2026

Trifluoroacetic acid → 5-bromo-6-fluoro-2,3-dihydro-1H-indole-7-carboxylic acid

https://huagongshe.com/reaction/387305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant5-Bromo-1-{[(1,1-dimethylethyl)oxy]carbonyl}-6-fluoro-2,3-dihydro-1H-indole-7-carboxylic acidHCID 59332685—
SolventDichloromethaneHCID 6344—
Product5-bromo-6-fluoro-2,3-dihydro-1H-indole-7-carboxylic acidHCID 5933266499%

Reaction Steps

To a stirred solution of 5-bromo-1-{[(1,1-dimethylethyl)oxy]carbonyl}-6-fluoro-2,3-dihydro-1H-indole-7-carboxylic acid (8.3 g, 0.023 mol) in DCM (90 mL) was added TFA (90 mL). The reaction mixture was stirred at room temperature for 3 h and then concentrated. The residue was partitioned between EtOAc (100 mL) and water (100 mL), and the aqueous fraction was extracted with EtOAc (2×50 mL). The combined organic layers were washed with water (1×50 mL) and brine (1×50 mL). dried (Na2SO4) and concentrated under reduced pressure, giving 5.9 g (99%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372875B2
Source datasetuspto-grants-2013_02
ORD IDord-421d0cf76e084f3b920c6d662d02169f
Source noteuspto-grants-2013_02