反应详情

温度

90 °C

In a carousel tube, 1-methylethyl[(cis)-1-acetyl-6-bromo-2-methyl-1,2,3,4-tetrahydro-4-quinolinyl]carbamate (for a preparation see Example 61) (80 mg, 0.217 mmol), potassium carbonate (59.9 mg, 0.433 mmol), tetrakis(triphenylphosphine)palladium(0) (12.52 mg, 10.83 μmol) and [6-(dimethylamino)-3-pyridinyl]boronic acid hydrate (47.8 mg, 0.26 mmol, available from Apollo) were dissolved in Ethanol (0.5 mL) and Toluene (0.5 mL). The tube was placed in a carousel and heated under nitrogen for 18 hr at 90° C. The reaction mixture was filtered and the solvent evaporated before being taken up in DCM and purified by SP4 on a 12+M silica cartridge using a gradient of 20-100% EtOAc in cyclohexane. Appropriate fractions were collected and concentrated. The sample was dissolved in 1:1 MeOH:DMSO 1 mL and purified by MDAP. The solvent was evaporated in vacuo. To form a salt, the product was dissolved in MeOH and HCl (0.217 mL, 0.217 mmol) 1M in ether was added. Solvent was evaporated to yield the product as a pale yellow solid (76 mg). LCMS (Method C): Rt=0.66, MH+=411

1. filtrationThe reaction mixture was filtered
2. customthe solvent evaporated
3. custompurified by SP4 on a 12+M silica cartridge
4. customAppropriate fractions were collected
5. concentrationconcentrated
6. dissolutionThe sample was dissolved in 1:1 MeOH
7. customDMSO 1 mL and purified by MDAP
8. customThe solvent was evaporated in vacuo
9. customTo form a salt
10. customSolvent was evaporated