Dimethylformamide → HCID 58382318, compound

Participants

Reaction Steps

8-Ethyl-1,6-dihydropyrazolo[3,4-d]pyrrolo[2,3-b]pyridine (10.5 g, 56.3 mmol) in DMF (200 mL) was cooled to about 0° C. then treated with 60 wt % NaH (2.36 g, 59.1 mmol). After about 20 min, TsCl (11.3 g, 59.1 mmol) was added in portions. After about 40 min the mixture was poured slowly into ice water (300 mL) and stirred. The solids were collected by filtration then the material was dissolved in DCM (300 mL). The water layer was separated then the organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The material was triturated with Et2O then the solids were collected by filtration and dried to constant weight to provide 8-ethyl-1-methyl-6-tosyl-1,6-dihydropyrazolo[3,4-d]pyrrolo[2,3-b]pyridine (14.8 g, 78%): LC/MS (Table 2, Method c) Rt=1.55 min; MS m/z 355 (M+H)+.

Provenance & Evidence