反应详情

温度

60 °C

Methyl magnesium bromide (0.54 mL, 1.63 mmol, in 3.0 M in diethyl ether) was added dropwise to a stirring solution of Example 94 (100.0 mg, 0.163 mmol) in THF (2 mL) at rt. The reaction was heated to 60° C. and allowed to stir overnight (15 hrs) or until all starting material had been consumed as seen by HPLC. After cooling to rt, the reaction was quenched with methanol and diluted with 100 mL of EtOAc and washed 3× with saturated NH4Cl solution. The organic layer was dried over Na2SO4, concentrated and purified by HPLC (10-70% ACN/H2O) to give 37.9 mg (0.07 mmol, 40.9%) of the title compound. 1H-NMR (DMSO-d6). δ 10.88 (s, 1H), 10.19 (s, 1H), 8.57 (d, J=5.4 Hz, 1H), 8.27 (s, 1H), 8.03 (s, 1H), 7.70 (d, J=8.1 Hz, 2H), 7.40-7.35 (m, 3H), 4.17 (s, 2H), 3.08-3.04 (m, 4H), 2.73-2.65 (m, 7H), 2.06 (s, 3H). MS [M+H]+=568; LCMS RT=2.31 min.

1. customuntil all starting material had been consumed
2. temperatureAfter cooling to rt
3. customthe reaction was quenched with methanol
4. additiondiluted with 100 mL of EtOAc
5. washwashed 3× with saturated NH4Cl solution
6. dry with materialThe organic layer was dried over Na2SO4
7. concentrationconcentrated
8. custompurified by HPLC (10-70% ACN/H2O)