Potassium Carbonate → 5-[4-(1-Hydroxy-1-methylethyl)phenyl]-2-({6-[(2-hydroxy-2-methylpropoxy)methyl]pyridin-2-yl}amino)thiophene-3-carboxamide

Participants

Reaction Conditions

Reaction Steps

2-Amino-5-[4-(1-hydroxy-1-methylethyl)phenyl]thiophene-3-carboxamide (0.1 g, 0.362 mmol), 1-[(6-bromopyridin-2-yl)methoxy]-2-methylpropan-2-ol (Example 217 Step 1) (0.085 g, 0.326 mmol), Pd2dba3 (0.017 g, 0.018 mmol), K2CO3 (0.055 g, 0.398 mmol) and X-Phos (0.043 g, 0.090 mmol) were added to a 5 mL microwave vial. Degassed EtOH (1 mL) was added and the vial evacuated and back-filled with N2 (3×). The resulting mixture was stirred at 100° C. overnight. After cooling to room temperature, the mixture was diluted with methanol, silica gel was added, and the solvent was removed in vacuo. Purification of the residue by flash chromatography (silica, 0-10% MeOH—CHCl3) gave the title compound as a beige solid after triturating in EtOAc.

Provenance & Evidence