Diisopropylethylamine → HCID 44539630, compound

Participants

Reaction Steps

To a solution of 2-methylnicotinic acid (55 mg, 0.40 mmol) in DMF (2 ml) was added HATU (150 mg, 0.40 mmol) and DIPEA (0.211 ml, 1.21 mmol). The mixture was stirred at room temperature for 20 mins then 6-(1H-indol-4-yl)-1H-indazol-4-amine (50 mg, 0.20 mmol) was added and the mixture was stirred at room temperature for 18 h. The reaction mixture was added to the top of a 20 g aminopropyl cartridge that had been pre-conditioned with MeOH. The reaction mixture remained on the cartridges for 3 h before being eluted with MeOH. The solvent was removed in vacuo to give a crude residue that was dissolved in DMSO/MeOH (1:1) and purified by Mass Directed Automated Preparative HPLC (Method E). The sample was further purified using Mass Directed Automated Preparative HPLC (Method E) and product-containing fractions were dried under a stream of nitrogen to give the title compound (19 mg) as a pale yellow solid.

Provenance & Evidence