HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodoethane → (3S)-1-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3-methyl-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 | ethyl 4-{[(2S)-7-fluoro-2-methyl-3-oxo-3,4-dihydroquinoxalin-1(2H)-yl]sulfonyl}phenyl carbonate | HCID 69222681 | — |
| Product | (3S)-1-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3-methyl-3,4-dihydroquinoxalin-2(1H)-one | HCID 11682079 | — |
Reaction Steps
Ethyl 4-{[(2S)-7-fluoro-2-methyl-3-oxo-3,4-dihydroquinoxalin-1(2H)-yl]sulfonyl}phenyl carbonate 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-ethyl-6-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3-methyl-3,4-dihydroquinoxalin-2(1H)-one. [α]D25=−67° (c=0.005 G/ML, DMSO); MS (ESI) m/z 365 ([M+H]+); MS (ESI) m/z 363 ([M−H]−); Anal. Calcd for C17H17FN2O4S: C, 56.03; H, 4.70; N, 7.69. Found: C, 54.80; H, 4.47; N, 7.39.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07351709B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-dcfbaa2ab21c448f8ce4d28f259360fa |
| Source note | uspto-grants-2008_04 |