反应详情

温度

110 °C

To a solution of 2-iodo-4-(1-methylpiperidin-4-yloxy)-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulene-1-carbonitrile (example 221) (107 mg, 0.239 mmole) in DMF (4 mL) are added potassium methallyltributyltin (331 mg, 0.95 mmole), Pd(PPh3)4 (28 mg, 0.025 mmole), LiCl (51 mg, 1.30 mmole). The flask is evacuated and filled with argon. The reaction mixture is heated at 110° C. for 5 hours. AcOEt and water are added, as well as a 10% KF solution. The aqueous phase is extracted with AcOEt. The organic phase is washed with 0.5N HCl. The HCl phase is made alkaline with 1H NaOH and the aqueous phase is extracted with AcOEt. The organic phase is dried over MgSO4, filtered and the solvent removed under reduced pressure. The residue is purified by silica gel chromatography eluting with (CH2Cl2:MeOH) (100:0) to (95:5) to give 2-(2-methylallyl)-4-(1-methylpiperidin-4-yloxy)-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulene-1-carbonitrile.

1. customThe flask is evacuated
2. additionfilled with argon
3. additionAcOEt and water are added
4. extractionThe aqueous phase is extracted with AcOEt
5. washThe organic phase is washed with 0.5N HCl
6. extractionthe aqueous phase is extracted with AcOEt
7. dry with materialThe organic phase is dried over MgSO4
8. filtrationfiltered
9. customthe solvent removed under reduced pressure
10. customThe residue is purified by silica gel chromatography
11. washeluting with (CH2Cl2:MeOH) (100:0) to (95:5)