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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479972Generated: October 29, 2026

Carbon Tetrachloride → 3-benzyl-6-[4-(5-chloro-1H-imidazol-2-yl)-piperidin-1-yl]-4,5-dimethyl-pyridazine

https://huagongshe.com/reaction/1479972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon TetrachlorideHCID 5943—
ReactantTriphenylphosphineHCID 11776—
Reactant1-(6-Benzyl-4,5-dimethyl-pyridazin-3-yl)-piperidine-4-carboxylic acid cyanomethyl-amideHCID 86639108—
SolventAcetonitrileHCID 6342—
Product3-benzyl-6-[4-(5-chloro-1H-imidazol-2-yl)-piperidin-1-yl]-4,5-dimethyl-pyridazineHCID 6717954056.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 1-(6-benzyl-4,5-dimethyl-pyridazin-3-yl)-piperidine-4-carboxylic acid cyanomethyl-amide (20 mg, 0.055 mmol) and triphenyl phosphine in acetonitrile (1 mL) at 25° C. is added carbon tetrachloride (42 mg, 0.28 mmol). After being stirred at 50° C. for 3 h, the mixture is concentrated, and diluted with CH2Cl2 (10 mL) and washed with sodium hydroxide (2 mL, 1N), and H2O (2 mL), dried over Na2SO4, filtered and concentrated. The crude product is purified by HPLC (CH3CN/H2O: 22%˜45% with 0.1% TFA) to give 3-benzyl-6-[4-(5-chloro-1H-imidazol-2-yl)-piperidin-1-yl]-4,5-dimethyl-pyridazine (11.8 mg, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409871B2
Source datasetuspto-grants-2016_08
ORD IDord-354fbe399fba42148f53101a92e35092
Source noteuspto-grants-2016_08