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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416632Generated: October 30, 2026

Hydrochloric Acid → HCID 16222739, compound

https://huagongshe.com/reaction/2416632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHydrazineHCID 9321—
ReactantHCID 69037086HCID 69037086—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 16222739HCID 1622273984%

Reaction Steps

To a solution of (9S)-9-acetoxy-9-ethyl-1-(3-methylbutyl)-2-methylthio-1H,12H-pyrano[3″,4″:6′,7′]indolizino[1′,2′:6,5]pyrido[4,3,2-de]quinazoline-10,13(9H,15H)-dione (43.0 mg, 0.08 mmol) in methanol (2 ml) and 1,4-dioxane (2 ml) was added anhydrous hydrazine (200 μl). The mixture was stirred at room temperature for 2.5 hr. 10% HCl in methanol was added dropwise to acidify the reaction mixture and the mixture was stirred at room temperature for 2 hr. After concentrated under reduced pressure, the obtaining residue was partitioned between dichloromethane and water. The organic layer was concentrated under reduced pressure. The residue was purified by column chromatography (dichloromethane/methanol=100/1) to give the product (33.2 mg, 84%) as an orange powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825194B2
Source datasetuspto-grants-2004_11
ORD IDord-3f6bf5e7ae664649b25a663b0dd45ed2
Source noteuspto-grants-2004_11