Clopyralid → HCID 44540871, compound

Participants

Reaction Steps

To a solution of 3,6-dichloro-2-pyridinecarboxylic acid (available from Matrix Scientific, 930 mg, 4.8 mmol) and O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (1840 mg, 4.8 mmol) were dissolved in DMF (15 ml) and treated with DIPEA (2.53 ml). The mixture was stirred at room temperature for 30 mins then 6-(1H-indol-4-yl)-1H-indazol-4-amine (600 mg, 2.4 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 3 h before being eluted with MeOH. The mixture was concentrated in vacuo and a precipitate occurred, which was collected by filtration to give the title compound (0.55 g) as a yellow solid.

Provenance & Evidence