Diisopropylethylamine → HCID 44540868, compound

Participants

Reaction Steps

6-Chloro-3-fluoro-2-pyridinecarboxylic acid (available from Asymchem, 848 mg, 4.83 mmol) and O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (1838 mg, 4.83 mmol) were dissolved in DMF (15 ml) and DIPEA (2.53 ml) was added. The mixture was stirred at room temperature for 30 mins. 6-(1H-indol-4-yl)-1H-indazol-4-amine (600 mg, 2.42 mmol) was added and the mixture was stirred at room temperature for 36 h. Some solvent was removed in vacuo to give ˜5 ml which was added to 2×50 g aminopropyl cartridges which had been preconditioned with methanol. The reaction mixture remained on the cartridges for 2 h before being eluted with methanol. Some solvent was removed in vacuo and a yellow precipitate crashed out which was filtered off to give the title compound (531 mg).

Provenance & Evidence