2-Methyl-2-butanol → 2-({6-[(2-Hydroxy-2-methylpropoxy)methyl]pyridin-2-yl}amino)-5-[4-(methylsulfonyl)phenyl]thiophene-3-carboxamide

Participants

Reaction Conditions

Reaction Steps

2-Amino-5-[4-(methylsulfonyl)phenyl]thiophene-3-carboxamide (150 mg, 0.51 mmol), 1-[(6-bromopyridin-2-yl)methoxy]-2-methylpropan-2-ol (Example 217 Step 1) (125 mg, 0.48 mmol), Pd2 dba3 (46.3 mg, 0.051 mmol), K2CO3 (77 mg, 0.557 mmol) and X-Phos (120 mg, 0.25 mmol) were added to a 5 mL microwave vial. Degassed tert-amyl alcohol (1.2 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-DCM) gave the title compound as a yellow solid.

Provenance & Evidence