反应详情

In a round-bottomed flask, 2-(5-difluoromethoxy-1-piperidin-4-yl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide hydrochloride (91 mg, 0.14 mmol) was suspended in 1,2-dichloroethane (1.5 ml) and triethylamine (0.03 ml, 0.22 mmol) was added. The mixture was stirred room temperature for 10 min then formaldehyde (37% aqueous solution, 13 μl, 0.175 mmol) and sodium triacetoxyborohydride (119 mg, 0.56 mmol) were added. The yellow suspension was stirred at room temperature for 1.5 h then quenched with saturated aqueous NaHCO3 and extracted with dichloromethane (3×). The organic layers were combined, dried over sodium sulfate, filtered and concentrated to afford 2-[5-difluoromethoxy-1-(1-methyl-piperidin-4-yl)-1H-indazol-3-yl]-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide as a yellow foam which was used without further purification.

1. stirringThe yellow suspension was stirred at room temperature for 1.5 h
2. customthen quenched with saturated aqueous NaHCO3
3. extractionextracted with dichloromethane (3×)
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated