HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22341778, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 69291707 | HCID 69291707 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 22341778 | HCID 22341778 | 85% |
Reaction Steps
6.0 g (17.9 mmol) of rel-(7S,9S)-10-acetyl-7-hydroxy-2,3-dimethyl-9-phenyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridine (racemic) are dissolved in 100 ml of dichloromethane and 20 ml of triethylamine. A solution of 2.9 g (25 mmol) of methanesulfonyl chloride in 5 ml of dichloromethane is then added dropwise with ice cooling in the course of 30 min. After 2 h, the mixture is hydrolyzed with water and extracted with dichloromethane. The organic phase is dried over magnesium sulfate and evaporated. The residue is crystallized using diethyl ether. 4.8 g (85%) of the title compound are isolated as a slightly brown solid (m.p. 170° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06927292B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-ec0a6bfa916d481e87af7a3f4cdea35b |
| Source note | uspto-grants-2005_08 |