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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205784Generated: November 1, 2026

Phosphorus oxychloride → 4-Chloro-1-[2-(4-methylpiperazin-1-yl)ethyl]-5-phenyl-3-pyrrolidin-1-yl-pyrazolo[3,4-c]pyridazine

https://huagongshe.com/reaction/2205784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178480892HCID 178480892—
SolventDichloromethaneHCID 6344—
Product4-Chloro-1-[2-(4-methylpiperazin-1-yl)ethyl]-5-phenyl-3-pyrrolidin-1-yl-pyrazolo[3,4-c]pyridazineHCID 86717283—

Reaction Conditions

Temperature60 °C

Reaction Steps

A suspension of 1-[2-(4-methylpiperazin-1-yl)ethyl]-5-phenyl-3-pyrrolidin-1-yl-pyrazolo[3,4-c]pyridazin-4-ol (90 mg) in POCl3 (6 mL) and CH2Cl2 (3 mL) was heated to 60° C. for 2.5 h. The mixture was concentrated in vacuo and the residue was partitioned between CH2Cl2 and sat. aq. NaHCO3 solution. The layers were separated and the aqueous was extracted with CH2Cl2, the combined organics were dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by preparative HPLC to provide Compound Iz (12 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371332B2
Source datasetuspto-grants-2016_06
ORD IDord-23759d6b4c2b40eaa8292e2a2d96e6c8
Source noteuspto-grants-2016_06