Diisopropylethylamine → HCID 44541051, compound

Participants

Reaction Steps

6-Fluoro-2-pyridinecarboxylic acid (available from Asymchem Laboratories, 570 mg, 4.0 mmol) and O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (1531 mg, 4.0 mmol) were dissolved in DMF (15 ml) and treated with DIPEA (2.11 ml). The mixture was stirred at room temperature for 30 mins then 6-(1H-indol-4-yl)-1H-indazol-4-amine (500 mg, 2.0 mmol) was added and the mixture stirred at room temperature overnight. The reaction mixture was concentrated in vacuo to approx. 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 mixture was concentrated in vacuo to give an orange oil. DCM (5 ml) was added and the resultant precipitate was collected by filtration to give the title compound (235 mg) as a yellow solid.

Provenance & Evidence