Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584851Generated: November 1, 2026

Water → HCID 22341778, compound

https://huagongshe.com/reaction/584851

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 69291707HCID 69291707—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 22341778HCID 2234177885%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06927292B2
Source datasetuspto-grants-2005_08
ORD IDord-ec0a6bfa916d481e87af7a3f4cdea35b
Source noteuspto-grants-2005_08