HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodoethane → (3S)-1,3-diethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodoethane | HCID 6340 | — |
| 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)-1,3-diethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1H)-one | HCID 11610549 | — |
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 iodoethane 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)-1,3-diethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1H)-one. [α]D25=−7° (c=0.0077 G/ML, DMSO); MS (ESI) m/z 379 ([M+H]+); MS (ESI) m/z 377 ([M−H]−); HRMS: calcd for C18H19FN2O4S, 378.1050; found (ESI+), 379.11178.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07351709B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-eff99a2869944c65ae0f5158d4e4f279 |
| Source note | uspto-grants-2008_04 |