HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → 5-[(3R)-3-Methyl-4-(2-{(1S)-6-[(2-oxo-1,3-oxazolidin-3-yl)methyl]-3,4-dihydro-1H-2-benzopyran-1-yl}ethyl)piperazinyl]-2-naphthonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Methanesulfonate | HCID 85257 | — |
| Reactant | 3-{[(1S)-1-(2-Hydroxyethyl)-3,4-dihydro-1H-2-benzopyran-6-yl]methyl}-1,3-oxazolidin-2-one | HCID 69308410 | — |
| Reactant | (3R)-1-(6-cyano-1-naphthyl)-3-methylpiperazine | HCID 69308435 | — |
| Reactant | 2-[(1S)-6-(aminocarbonyl)-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl methanesulfonate | HCID 86596012 | — |
| Product | 5-[(3R)-3-Methyl-4-(2-{(1S)-6-[(2-oxo-1,3-oxazolidin-3-yl)methyl]-3,4-dihydro-1H-2-benzopyran-1-yl}ethyl)piperazinyl]-2-naphthonitrile | HCID 69310135 | — |
Reaction Steps
3-{[(1S)-1-(2-Hydroxyethyl)-3,4-dihydro-1H-2-benzopyran-6-yl]methyl}-1,3-oxazolidin-2-one was reacted with methanesulfonyl chloride, as described for the preparation of 2-[(1S)-6-(aminocarbonyl)-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl methanesulfonate. The resultant crude mesylate was then condensed with (3R)-1-(6-cyano-1-naphthyl)-3-methylpiperazine, as described for Example 1b), to yield the title compound. M+H=511.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07335660B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-4d6b3441723745159718f55ada54344e |
| Source note | uspto-grants-2008_02 |