Potassium Carbonate → HCID 58285169, compound

Participants

Reaction Conditions

Reaction Steps

5-amino-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazole-4-carbonitrile (1.27 g, 5.33 mmol), 4-bromophenyl methyl sulfone (1.253 g, 5.33 mmol), Pd2 dba3 (0.244 g, 0.266 mmol), K2CO3 (0.810 g, 5.86 mmol) and X-Phos (0.635 g, 1.332 mmol) were taken up in tert-amyl alcohol (15 mL). The flask was evacuated and back-filled with N2 (×3) and the resulting mixture was stirred at 100° C. overnight. MeOH was added and the solvent removed in vacuo while loading onto silica. Purification of the residue by MPLC (12-100% EtOAc-hexanes) followed by MPLC (6-100% EtOAc-hexanes) gave 5-{[4-(methylsulfonyl)phenyl]amino}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazole-4-carbonitrile as a hygroscopic yellow solid.

Provenance & Evidence