反应详情

温度

120 °C

A mixture of 9-bromo-2-iodo-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulene (200 mg, 0.512 mmol), 4-methyl-2-tributylstannanylpyridine (235 mg, 0.614 mmol), Pd2(PPh3)2Cl2 (36 mg, 0.051 mmol) and copper iodide (29 mg, 0.153 mmol) in DMF (4 mL) was purged with nitrogen and then heated at 120° C. for 45 min using microwave irradiation. The reaction mixture was diluted with MeOH (30 mL) and then loaded onto an Isolute® SCX-2 cartridge which was washed with MeOH and the product eluted with 0.5M NH3/MeOH. The product containing fractions were combined and concentrated in vacuo and the resulting residue was purified by column chromatography (Si-PCC, gradient 0-10% MeOH in DCM followed by Si-PCC, gradient 0-3% MeOH in EtOAc) affording 9-Bromo-2-(4-methylpyridin-2-yl)-4,5-dihydro-6-oxa-1,3a-diazabenzo[e]azulene as a colorless solid (159 mg, 87%). LCMS: RT 2.44 min [M+H]+ 355.9/357.8

1. customwas purged with nitrogen
2. custommicrowave irradiation
3. additionThe reaction mixture was diluted with MeOH (30 mL)
4. washwas washed with MeOH
5. washthe product eluted with 0.5M NH3/MeOH
6. additionThe product containing fractions
7. concentrationconcentrated in vacuo
8. customthe resulting residue was purified by column chromatography (Si-PCC, gradient 0-10% MeOH in DCM followed by Si-PCC, gradient 0-3% MeOH in EtOAc)