反应详情

NaH 60% (96 mg, 2.41 mmol) was introduced in a round bottom flask and placed under nitrogen. A solution of trimethylsulfoxonium chloride (372 mg, 2.84 mmol) in DMSO (4 mL) was added slowly at rt. It was stirred for 30 min until H2 releasing was over. Then, a solution of 6-{1-[6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-yl]-vinyl}-quinoline (Example 155, 100 mg, 0.284 mmol) in DMSO (3 mL) was added dropwise. The RM was stirred for 1.5 h and then poured into 1 N NaOH. It was extracted twice with EtOAc and the organics were joined and washed with brine, dried over Na2SO4 and concentrated. The residue was again taken up in EtOAc and washed with water 4 times to take away remaining DMSO then washed with brine, dried over Na2SO4 and concentrated. It was purified by preparative HPLC with acetonitrile and water (+0.1% TFA) to give the title compound as a light yellow solid (tR 1.0 min (conditions 1), MH+=367).

1. stirringThe RM was stirred for 1.5 h
2. extractionIt was extracted twice with EtOAc
3. washwashed with brine
4. dry with materialdried over Na2SO4
5. concentrationconcentrated
6. washwashed with water 4 times
7. washthen washed with brine
8. dry with materialdried over Na2SO4
9. concentrationconcentrated
10. customIt was purified by preparative HPLC with acetonitrile and water (+0.1% TFA)