Methanol → HCID 69815196, compound

Participants

Reaction Steps

A solution of [(S)-1-(2-methyl-propane-1-sulfonyl)-piperidin-3-yl]-{2-methylsulfanyl-5-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-pyrimidin-4-yl}-amine (650 mg, 1.1 mmol) prepared in step 2 of Example 77 above in tetrahydrofuran (5 ml) and methanol (8 ml) was treated with a solution of potassium peroxymonosulfate dissolved in water (4 ml) at 5° C. and stirred at room temperature for 16 hours. The reaction mixture was diluted with water and extracted into dichloromethane (2×). The organic layers were dried (MgSO4) and concentrated in vacuo. Purification was by chromatography (silica gel, 40 g, 5% methanol/dichloromethane) which gave {2-methanesulfonyl-5-[5-(2-trimethysilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-pyrimidin-4-yl}-[(S)-1-(2-methyl-propane-1-sulfonyl)-piperidin-3-yl]-amine as a foam ˜450 mg. MS (ES+): 623.

Provenance & Evidence