反应详情

温度

150 °C

In a microwave vial was dissolved ethyl 2-iodo-3-methylbenzoate (627 mg, 2.16 mmol) and 2-(tributylstannyl)oxazole (0.54 mL, 0.07 mmol) in DME (2.59 mL). The solution was degassed with N2 for 5 minutes then CuI (21 mg, 0.11 mmol) and Pd(PPh3)4 (125 mg, 0.11 mmol) were added. The reaction was purged with N2 and heated at 150° C. for 1 h. The reaction was cooled to rt, filtered through a pad of celite and purified via silica gel chromatography (0-40% EtOAc in hexanes) to give the title compound of step A (333 mg, 67%). MS (ESI) mass calcd. for C13H13NO3, 231.1; m/z found 232.1 [M+H]+. 1H NMR (500 MHz, Chloroform-d) 7.89-7.82 (m, 1H), 7.79 (d, J=0.8 Hz, 1H), 7.48-7.43 (m, 2H), 7.30 (d, J=0.9 Hz, 1H), 4.17 (q, J=7.1 Hz, 2H), 2.27 (s, 3H), 1.18 (t, J=7.1 Hz, 3H).

1. customThe solution was degassed with N2 for 5 minutes
2. customThe reaction was purged with N2
3. temperatureThe reaction was cooled to rt
4. filtrationfiltered through a pad of celite
5. custompurified via silica gel chromatography (0-40% EtOAc in hexanes)