Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595669Generated: October 29, 2026

5-bromo-2-(5-ethoxy-4-methyl-4,5-dihydroisoxazol-3-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide → 5-bromo-N-methyl-2-(4-methylisoxazol-3-yl)-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

https://huagongshe.com/reaction/595669

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-bromo-2-(5-ethoxy-4-methyl-4,5-dihydroisoxazol-3-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamideHCID 90332421—
SolventTrifluoroacetic acid methylene chlorideHCID 21863450—
Product5-bromo-N-methyl-2-(4-methylisoxazol-3-yl)-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamideHCID 9033247990.4%

Reaction Steps

A mixture of 5-bromo-2-(5-ethoxy-4-methyl-4,5-dihydroisoxazol-3-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (50 mg, 0.10 mmol) in DCM/TFA (1 mL/2 mL) was stirred at reflux for 16 h. It was washed with water, brine, dried over Na2SO4, and concentrated. The residue was purified by prep-TLC (DCM:MeOH=20:1) to get 5-bromo-N-methyl-2-(4-methylisoxazol-3-yl)-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (40 mg, yield: 88%). 1H-NMR (CDCl3, 400 MHz) δ 9.14 (br s, 1H), 8.84 (s, 1H), 8.39 (s, 1H), 7.76 (s, 1H), 3.35 (s, 3H), 3.10 (s, 3H), 3.04 (d, J=4.8 Hz, 3H), 2.36 (s, 3H). MS (M+H)+: 442/444.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09243002B2
Source datasetuspto-grants-2016_01
ORD IDord-079e266f986e4ca98c71f9b90be4427c
Source noteuspto-grants-2016_01