(5,7-Difluoro-quinolin-6-yl)-[6-(1-methyl-1h-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-methanone → HCID 57917385, compound

Participants

Reaction Conditions

Reaction Steps

(5,7-Difluoro-quinolin-6-yl)-[6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-methanone (Stage 191.2, 666 mg, 1.706 mmol) was dissolved in THF (13 mL) and the mixture was cooled down to 0° C. with an ice bath. A solution of methylmagnesium bromide (1.4 M, 3.05 mL) was added slowly. The RM was stirred at 0° C. for 15 min then it was warmed up to rt. After 4 h stirring, more methylmagnesium bromide (1.4 M, 1.0 mL) was added and after 1 h stirring, the reaction was quenched with a few mL of water. The RM was mixed with 10% Na2CO3 solution and the aqueous layer was extracted with EtOAc. The organics were joined and washed with brine, dried over Na2SO4 and the solvent was removed. The residue was triturated with Et2O and the yellow solid was filtered off to give the title compound (tR 1.28 min (conditions 12), MH+=407).

Provenance & Evidence