Potassium Carbonate → HCID 59526227, compound

Participants

Reaction Conditions

Reaction Steps

4-[(4-Chloropyrimidin-2-yl)methyl]morpholine (Example 529 Step 1) (85 mg, 0.40 mmol), 2-amino-5-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-1,2,4-triazol-3-yl)thiophene-3-carboxamide (Intermediate 40) (142 mg, 0.42 mmol), Pd2 dba3 (36 mg, 0.040 mmol), X-Phos (95 mg, 0.20 mmol), and K2CO3 (61 mg, 0.44 mmol) were combined in a vial, sealed, and evacuated/backfilled with nitrogen. Degassed t-amyl alcohol (1.0 mL) was added, and the reaction was vigorously stirred at 100° C. overnight. The reaction mixture was then diluted with MeOH, combined with silica, and evaporated. Flash chromatography (dry load, 0-15% MeOH/EtOAc) afforded the title compound as an orange solid.

Provenance & Evidence