Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595639Generated: October 29, 2026

N-Iodosuccinimide → 6-amino-5-bromo-2-iodo-N-methylbenzofuran-3-carboxamide

https://huagongshe.com/reaction/595639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-IodosuccinimideHCID 120273—
Reactant(6-Amino-5-bromo-3-(methylcarbamoyl)benzofuran-2-yl)boronic acidHCID 90332513—
SolventAcetonitrileHCID 6342—
Product6-amino-5-bromo-2-iodo-N-methylbenzofuran-3-carboxamideHCID 9033243780%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of (6-amino-5-bromo-3-(methylcarbamoyl)benzofuran-2-yl)boronic acid (2 g, 6.4 mmol) in MeCN (20 mL) was added NIS (1.44 g, 6.4 mmol) at 0° C., and then the mixture was stirred at 25° C. overnight. After concentrated in vacuum, the residue was purified by column chromatography (DCM:EtOAc=10:1) to give to give pure 6-amino-5-bromo-2-iodo-N-methylbenzofuran-3-carboxamide (2 g, yield: 80%). 1H-NMR (CDCl3, 400 MHz) δ 7.84 (s, 1H), 6.80 (s, 1H), 6.45 (s, 1H), 2.92 (s, 3H). MS (M+H)+: 395/397.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09243002B2
Source datasetuspto-grants-2016_01
ORD IDord-e33044d7d7784ed093cbd7b1d6b347d5
Source noteuspto-grants-2016_01