Pyridine → Methyl 6-methyl-5-(6-(1-methyl-1H-pyrazol-5-yl)pyrazolo[1,5-a]pyridine-3-carboxamido)nicotinate

Participants

Reaction Steps

6-(1-Methyl-1H-pyrazol-5-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid (step 2) was dissolved in pyridine (5 ml, 61.8 mmol) and 6-methylnicotinate (247 mg, 1.486 mmol) was added. The reaction mixture was stirred under nitrogen overnight. The mixture was diluted with EtOAc (200 ml) and washed with sat. aq. NaHCO3 (200 ml). The aqueous portion was back-extracted with EtOAc (100 ml) and the combined organic extracts were, dried MgSO4, filtered and concentrated under vacuum to give yellow solid. Purification of the solid by chromatography on silica eluting with 0-20% 2M NH3 in MeOH/TBME afforded the title compound;

Provenance & Evidence