反应详情

温度

80 °C

2-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide (Example 1a) (850 mg, 2,85 mmol) was dissolved in 30 ml of toluene, 6 ml of EtOH and 4.5 ml of water followed by 1.38 g (10 mmol) of K2CO3 and 560 mg (5 mmol) of 3-furanboronic acid. The suspension was degassed using argon stream and sonication (30 min). Then 1.16 g (1 mmol) of tetrakis(triphenylphosphine)palladium was added under argon and the mixture was stirred at 80° C. overnight. The solution was dried down on vacuum, diluted with EtOAc and extracted with water. The organic phase was dried over MgSO4 and evaporated on vacuum providing a crude product that was further purified using RP HPLC yielding 300 mg (41%) of the title compound as a white solid. 1H NMR (400 MHz, dDMSO): δ 0.74-0.75 (d 6H), 1.45 (s, 6H), 1.67-1.70 (m,1H), 2.83-2.86 (dd, 2H), 6.94-6.95 (dd, 1H), 7.30-7.32 (m, 3H), 7.54-7.57 (m, 2H), 7.72-7.73 (t, 1H), 8.15-8.16 (t, 1H). MS (M+H, 286).

1. customThe suspension was degassed
2. customargon stream and sonication (30 min)
3. customThe solution was dried down on vacuum
4. additiondiluted with EtOAc
5. extractionextracted with water
6. dry with materialThe organic phase was dried over MgSO4
7. customevaporated on vacuum
8. customproviding a crude product that
9. customwas further purified