HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyl bromide → (3S)-1-Butyl-3-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butyl bromide | HCID 8002 | — |
| Reactant | (3S)-3-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-1-propyl-3,4-dihydroquinoxalin-2(1H)-one | HCID 11538398 | — |
| Reactant | 4-{[(2S)-2-ethyl-7-fluoro-3-oxo-3,4-dihydroquinoxalin-1(2H)-yl]sulfonyl}phenyl carbonate | HCID 86602729 | — |
| Product | (3S)-1-Butyl-3-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1H)-one | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07351709B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-4a7068b6eb57434e87a890a788bcab43 |
| Source note | uspto-grants-2008_04 |