反应详情

6-Chloro-3-iodo-1-trityl-1H-pyrazolo[4,3-c]pyridine (Intermediate 1C; 6.08 g, 11.65 mmol), proline (0.42 g, 3.65 mmol), copper(I) iodide (0.24 g, 1.260 mmol), potassium carbonate (9.83 g, 71.1 mmol), and methylamine hydrochloride (3.26 g, 48.3 mmol) were stirred in DMSO (45 mL) at 70° C. for 24 h. Room temperature was attained, ammonium hydroxide was added, and the products extracted into DCM (×2). The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. Purification of the residue by flash chromatography (6-50% EtOAc-hexanes) gave 6-chloro-N-methyl-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-amine MS ESI calc'd. For C26H21ClN4 [M+1]+ 425. found 425.

1. customRoom temperature
2. extractionthe products extracted into DCM (×2)
3. washThe combined organic extracts were washed with brine
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customPurification of the residue by flash chromatography (6-50% EtOAc-hexanes)