1,2-Dichloroethane → N'-acetyl-6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridine-4-carbohydrazide

Participants

Reaction Steps

6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridine-4-carboxylic acid (36B, 96 mg, 0.204 mmol), acethydrazide (22.70 mg, 0.306 mmol), EDC (58.7 mg, 0.306 mmol), and HOBT (46.9 mg, 0.306 mmol) were taken up in DMF (2043 μl). DIPEA (143 μl, 0.817 mmol) was added and the reaction mixture was allowed to stir at rt overnight. The reaction was heated to 60 C for 1 hour. Saturated NH4Cl and EtOAc were added. The products were extracted into EtOAc (2×). The combined organics were then washed with saturated NaHCO3 and brine, then dried over MgSO4, and concentrated in vacuo to give N′-acetyl-6-chloro-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridine-4-carbohydrazide. MS: [M+H]+ m/z 526.

Provenance & Evidence