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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718615Generated: October 30, 2026

Triphenylphosphine → Ethyl 3-(6-cyanopyridin-3-yl)-8-morpholinoimidazo[1,2-b]pyridazine-2-carboxylate

https://huagongshe.com/reaction/718615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantPotassium AcetateHCID 517044—
Reactant5-Bromopyridine-2-carbonitrileHCID 817154—
ReactantEthyl 8-morpholinoimidazo[1,2-b]pyridazine-2-carboxylateHCID 117728723—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylacetamideHCID 31374—
ProductEthyl 3-(6-cyanopyridin-3-yl)-8-morpholinoimidazo[1,2-b]pyridazine-2-carboxylateHCID 117728523—

Reaction Steps

Using the procedure described in Example 20, Step A, the title compound was prepared from Compound 5c (1.38 g, 5.00 mmol), 5-bromo-2-cyanopyridine (1.42 g, 7.50 mmol), Pd(OAc)2 (78.6 mg, 0.350 mmol), PPh3 (91.8 mg, 0.350 mmol), and KOAc (1.47 g, 15.0 mmol) in DMA (20 mL) at 110° C. for 16 h. 1H-NMR (400 MHz, CDCl3) δ (ppm): 9.00 (s, 1H), 8.20 (dd, J=8.1, 1.7 Hz, 1H), 8.05 (d, J=5.6 Hz, 1H), 7.83 (d, J=8.1 Hz, 1H), 6.17 (d, J=5.6 Hz, 1H), 4.36 (q, J=7.3 Hz, 2H), 4.02-4.13 (m, 4H), 3.90-3.99 (m, 4H), 1.30 (t, J=7.1 Hz, 3H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C19H18N6O3: 379.2 (M+H). Found: 379.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193736B2
Source datasetuspto-grants-2015_11
ORD IDord-de9e00b271d6419f953d0080a87a8683
Source noteuspto-grants-2015_11