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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432720Generated: November 3, 2026

Cesium carbonate → 3-(3,5-Dimethyl isoxazol-4-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/1432720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Bromo-3,5-dimethyl-1,2-oxazoleHCID 318421—
Reactant2,6-Dimethyl-8-(pentan-3-yl)imidazo[1,2-b]pyridazineHCID 68841267—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
Product3-(3,5-Dimethyl isoxazol-4-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazineHCID 5793295123.1%

Reaction Steps

Using the procedure analogous to Example 242, from 8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (200 mg, 0.90 mmol), 4-bromo-3,5-dimethyl isoxazole (Alfa, 320 mg, 1.8 mmol), cesium carbonate (880 mg, 2.70 mmol) and PdCl2(PPh3)2 (25 mg) in DMF (5 ml), heated at 130 for 4 hrs, then overnight at ambient temperature gives the title compound (65 mg, 23% yield). ES-MS (m/z): calc'd for C18H24N4O: 312.4; found 313.2 (M+H)+. 1H NMR (400 mHz, CDCl3): δ 6.68 (s, 1H), 3.32 (m, 1H), 2.50 (s, 3H), 2.39 (s, 3H), 2.33 (s, 3H), 2.19 (s, 3H), 1.82 (m, 4H), 0.87 (m, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612067B2
Source datasetuspto-grants-2009_11
ORD IDord-3a4b3232dcca4ca49d47e16805a7035f
Source noteuspto-grants-2009_11