Hydrochloric Acid → HCID 67394792, compound

Participants

Reaction Steps

To a suspension of tert-butyl (2-propionyl-5-pyrrolidin-1-ylpyrazolo[1,5-a]pyrimidin-7-yl)tetrahydro-2H-pyran-4-ylcarbamate (500 mg, 1.13 mmol) and sodium nitrite (233 mg, 3.38 mmol) in tetrahydrofuran (10 mL) was added conc. hydrochloric acid solution (36%, 5.0 mL) at 0° C. After being stirred for 20 h at room temperature, the reaction mixture was poured into saturated sodium bicarbonate. The mixture was extracted with chloroform. The organic layer was dried over sodium sulfate, filtrated and concentrated in vacuo. The crude was purified by silica gel column chromatography (chloroform:ethyl acetate=1:1 to 1:9) to give 1-[5-pyrrolidin-1-yl-7-(tetrahydro-2H-pyran-4-ylamino)-pyrazolo[1,5-a]pyrimidin-2-yl]propane-1,2-dione. MS (APCI): m/z 358 (M+H).

Provenance & Evidence