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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239889Generated: October 26, 2026

(S)-3-Amino-1-benzylpiperidine → (S)-6-(1-benzylpiperidin-3-ylamino)-8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile

https://huagongshe.com/reaction/2239889

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-3-Amino-1-benzylpiperidineHCID 854131—
Reactant6-Chloro-8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrileHCID 59314016—
SolventDichloromethaneHCID 6344—
Product(S)-6-(1-benzylpiperidin-3-ylamino)-8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrileHCID 6848120840%

Reaction Conditions

Temperature160 °C

Reaction Steps

6-Chloro-8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile (100 mg, 0.257 mmol) from example XXXI, step (1b) and (S)-3-amino-1-benzylpiperidine (195 mg, 1.026 mmol) were combined in a 1-dram vial and heated at 160° C. for 6 h. The reaction was cooled to room temperature, dissolved in DCM (2 mL) and loaded onto to a 12 g silica gel column and eluted with 5%-100% EtOAc/heptane to give (S)-6-(1-benzylpiperidin-3-ylamino)-8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazine-3-carbonitrile (55 mg, 40%). LCMS m/z (544, M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723336B2
Source datasetuspto-grants-2010_05
ORD IDord-3a9e3131a6764076b7039921f4ec0983
Source noteuspto-grants-2010_05