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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718640Generated: October 29, 2026

2-Methylquinoline → (E)-tert-Butyl 4-(8-morpholino-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-b]pyridazin-3-yl)piperidine-1-carboxylate

https://huagongshe.com/reaction/718640

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylquinolineHCID 7060—
ReactantBromotrimethylsilaneHCID 76113—
Reactanttert-Butyl 4-(2-formyl-8-morpholinoimidazo[1,2-b]pyridazin-3-yl)piperidine-1-carboxylateHCID 117733831—
SolventDimethylformamideHCID 6228—
Product(E)-tert-Butyl 4-(8-morpholino-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-b]pyridazin-3-yl)piperidine-1-carboxylateHCID 117732502—

Reaction Steps

A solution of compound 41c (0.40 g, 0.96 mmol), 2-methylquinoline (0.17 g, 1.2 mmol) and bromotrimethylsilane (0.32 g, 2.9 mmol) in DMF (4 mL) was stirred at 80° C. for 5 h and allowed to cool to rt. The solids formed were collected by filtration, and washed with methanol (50 mL) to obtain compound 48a as a brown solid. Mass Spectrum (LCMS, ESI pos.): Calcd. for C31H36N6O3: 541.3 (M+H). Found: 541.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193736B2
Source datasetuspto-grants-2015_11
ORD IDord-b8c567fd32d24518af20b71c8f138d21
Source noteuspto-grants-2015_11