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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2214464Generated: October 31, 2026

Hydrochloric Acid → HCID 16224669, compound

https://huagongshe.com/reaction/2214464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHydrazineHCID 9321—
ReactantHCID 21054589HCID 21054589—
SolventMethanolHCID 887—
ProductHCID 16224669HCID 1622466965.9%

Reaction Steps

To a solution of (9S)-9-acetoxy-2-acetoxymethyl-9-ethyl-1-pentyl-1H,12H-pyrano[3″,4″:6′7′]indolizino[1′2′:6,5]pyrido[4,3,2-de]quinazoline-10,13(9H,15H)-dione (34 mg, 0.059 mmol) in methanol (3 ml) cooled in an ice-bath was added anhydrous hydrazine (100 μl) and the mixture was stirred for 2 hr. at room temperature. Aqueous 1 N hydrochloric acid solution (5 ml) was added dropwise to acidify the reaction mixture, and the mixture was stirred for 1 hr. at room temperature. The mixture was extracted with dichloromethane (50 ml) and the dichloromethane layer was washed with brine, dried over MgSO4 and evaporated. The residue was purified by column chromatography (dichloromethane/methanol=25/1) to give pure product (19 mg, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109195B2
Source datasetuspto-grants-2006_09
ORD IDord-be515a916b464942b4d076a6af60ad70
Source noteuspto-grants-2006_09