Diisopropylethylamine → HCID 44540591, compound

Participants

Reaction Steps

To a solution of 3-bromo-2-pyridinecarboxylic acid (available from Fluorochem Ltd, 0.81 g, 4.03 mmol) in DMF (10 ml) was added O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (1.53 g, 4.03 mmol) and DIPEA (2.11 ml). The mixture was stirred at room temperature for 10 mins then 6-(1H-indol-4-yl)-1H-indazol-4-amine (0.5 g, 2.01 mmol) was added and the mixture stirred at room temperature for 2 h. The reaction mixture was concentrated in vacuo to 5 ml which was added to 2×50 g aminopropyl cartridges that had been preconditioned with MeOH. The reaction mixture remained on the cartridges for 2 h before being eluted with MeOH. The solvent was removed in vacuo to give a brown oil that was placed in the vacuum oven overnight. DCM was added to the oil and a precipitate occurred, which was collected by filtration to give the title compound (0.58 g) as a cream solid.

Provenance & Evidence