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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384419Generated: October 31, 2026

Boron tribromide → 4-(3-amino-2-hydroxy-phenyl)-1H-pyrrole-2-carboxylic acid

https://huagongshe.com/reaction/384419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
Reactant4-(3-amino-2-methoxy-phenyl)-1H-pyrrole-2-carboxylic acidHCID 59615657—
SolventDichloromethaneHCID 6344—
Product4-(3-amino-2-hydroxy-phenyl)-1H-pyrrole-2-carboxylic acidHCID 59615669114.6%

Reaction Steps

To a solution of 4-(3-amino-2-methoxy-phenyl)-1H-pyrrole-2-carboxylic acid 57h (130 mg, 0.56 mmol) in 2 mL of dichloromethane was added boron tribromide (1.12 mL, 2.24 mmol). The reaction mixture was stirred at room temperature for 6 hours. The reaction was monitored by TLC until the disappearance of the starting materials and quenched with methanol. The mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography to obtain the title compound 4-(3-amino-2-hydroxy-phenyl)-1H-pyrrole-2-carboxylic acid 57i (140 mg, yield 99%) as a grey solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367710B2
Source datasetuspto-grants-2013_02
ORD IDord-9d2ec0722b9248fb9bb65a01be6d91e0
Source noteuspto-grants-2013_02