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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 898257Generated: October 31, 2026

Butyl bromide → (3S)-1-Butyl-3-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1H)-one

https://huagongshe.com/reaction/898257

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyl bromideHCID 8002—
Reactant(3S)-3-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-1-propyl-3,4-dihydroquinoxalin-2(1H)-oneHCID 11538398—
Reactant4-{[(2S)-2-ethyl-7-fluoro-3-oxo-3,4-dihydroquinoxalin-1(2H)-yl]sulfonyl}phenyl carbonateHCID 86602729—
Product(3S)-1-Butyl-3-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1H)-oneHCID 11495156—

Reaction Steps

4-{[(2S)-2-ethyl-7-fluoro-3-oxo-3,4-dihydroquinoxalin-1 (2H)-yl]sulfonyl}phenyl carbonate (see Example 20) was treated with 1-bromobutane according to the procedure for the preparation of (3S)-3-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-1-propyl-3,4-dihydroquinoxalin-2(1H)-one (see Example 20) to yield (3S)-1-Butyl-3-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1H)-one. [α]D25=−4° (c=0.0058 G/ML, DMSO); MS (ESI) m/z 407 ([M+H]+); MS (ESI) m/z 405 ([M−H]−);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07351709B2
Source datasetuspto-grants-2008_04
ORD IDord-4a7068b6eb57434e87a890a788bcab43
Source noteuspto-grants-2008_04