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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718706Generated: October 29, 2026

6-Chloro-4-morpholinopyridazin-3-amine → 4-(6-Chloro-2-((1R,2S)-2-(quinolin-2-yl)cyclopropyl)imidazo[1,2-b]pyridazin-8-yl)morpholine

https://huagongshe.com/reaction/718706

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Chloro-4-morpholinopyridazin-3-amineHCID 57517536—
Reactant2-Bromo-1-((1R,2S)-2-(quinolin-2-yl)cyclopropyl)ethanoneHCID 117728420—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product4-(6-Chloro-2-((1R,2S)-2-(quinolin-2-yl)cyclopropyl)imidazo[1,2-b]pyridazin-8-yl)morpholineHCID 117728491—

Reaction Steps

Compound 79c (67 mg, 0.23 mmol) was dissolved in DMF (2 mL) and compound 19a (50 mg, 0.23 mmol) was added in one portion. The reaction was allowed to stir for 48 h under an argon atmosphere, at which time it was diluted with DCM (50 mL) and washed with saturated sodium bicarbonate (50 mL). The organic layer was concentrated under reduced pressure and then purified by preparative TLC (5% MeOH/DCM) to afford compound 79d. Mass spectrum (LCMS, ESI pos.) Calcd. For C22H20ClN5O 406.1 (M+H). found 406.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193736B2
Source datasetuspto-grants-2015_11
ORD IDord-143be76bcc134a47ac6d756f2adaad6d
Source noteuspto-grants-2015_11