Diisopropylethylamine → HCID 44539831, compound

Participants

Reaction Steps

To a solution of 6-amino-2-pyridinecarboxylic acid (120 mg, 0.89 mmol, available from Apollo Scientific) in DMF (2 ml) was added HATU (340 mg, 0.89 mmol) and DIPEA (0.464 ml, 2.67 mmol). The mixture was stirred at room temperature for 20 mins then 6-(1H-indol-4-yl)-1H-indazol-4-amine (110 mg, 0.44 mmol) was added and the mixture stirred at room temperature overnight. The reaction mixture was applied to the top of a 50 g aminopropyl cartridge that had been preconditioned with DCM/MeOH (1:1). The reaction mixture remained on the cartridges for 2 h before being eluted with DCM/MeOH (1:1). The solvent was removed in vacuo to give a brown oil that was purified by chromatography using silica gel (50 g cartridge, FlashMaster II) eluting with 0-100% ethyl acetate in cyclohexane over 30 mins followed by 0-20% MeOH in ethyl acetate over 10 mins to afford the title compound (26 mg) as a pale yellow gum.

Provenance & Evidence