反应详情

温度

-50 °C

To 2-(2-(4-formyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (1.6 g, 4.00 mmol) in THF (10 mL) at −50° C. under an argon atmosphere was added 3M methylmagnesium bromide in diethyl ether (1.249 mL, 3.75 mmol) in a dropwise manner over 10 min. The reaction was stirred at −50° C. for 1.5 h. The reaction was quenched with saturated aqueous NH4Cl before partitioning between EtOAc/water (×2), and washing with EtOAc (×1) and brine (×1). The organics were dried over MgSO4 before removing the solvent in vacuo. The residue was purified by silica gel flash chromatography (1:2 heptane/EtOAc) and the solvent removed in vacuo to give the title compound as a yellow solid (0.8 g, 1.921 mmol, 48%).

1. customThe reaction was quenched with saturated aqueous NH4Cl
2. custombefore partitioning between EtOAc/water (×2)
3. washwashing with EtOAc (×1) and brine (×1)
4. dry with materialThe organics were dried over MgSO4
5. custombefore removing the solvent in vacuo
6. customThe residue was purified by silica gel flash chromatography (1:2 heptane/EtOAc)
7. customthe solvent removed in vacuo