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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42186Generated: October 26, 2026

Sodium Carbonate → 6-[(R)-4-(4-Benzylphthalazin-1-yl)-2-methylpiperazin-1-yl]nicotinonitrile

https://huagongshe.com/reaction/42186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
Reactant1-Benzyl-4-((R)-3-methyl-piperazin-1-yl)-phthalazineHCID 44186248—
SolventDimethylformamideHCID 6228—
Solvent1,4-DioxaneHCID 31275—
Product6-[(R)-4-(4-Benzylphthalazin-1-yl)-2-methylpiperazin-1-yl]nicotinonitrileHCID 4418648042.2%

Reaction Steps

Solid Na2CO3 (50 mg, 0.47 mmol, 1.5 eq) is added to a solution of 6-chloronicotinonitrile (50 mg, 0.36 mmol, 1.2 eq), 1-benzyl-4-((R)-3-methyl-piperazin-1-yl)-phthalazine (100 mg, 0.31 mmol, 1.0 eq) in DMF (1 mL) and dioxane (2 mL) in a microwave vial. The vial is sealed and irradiated in the microwave at 180° C. (high absorption setting) for 30 minutes. The reaction mixture is concentrated, dichloromethane is added and is washed with water then brine. The organic fraction is dried over sodium sulfate, and is evaporated under reduced pressure, then purified by flash chromatography (50%-90% EtOAc/Hexane) to afford the title compound as a white solid (55 mg, 42% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536168B2
Source datasetuspto-grants-2013_09
ORD IDord-0ba5931c41c24e159e704285350d2dc6
Source noteuspto-grants-2013_09