1,2-Dichloroethane → N-[(1S)-1-({(1S,4S)-5-[(5-bromo-2-pyridinyl)carbonyl]-2,5-diazabicyclo[2.2.1]hept-2-yl}carbonyl)-2,2-dimethylpropyl]-1H-indole-2-carboxamide

Participants

Reaction Steps

A mixture of N-{(1S)-1-[(1S,4S)-2,5-diazabicyclo[2.2.1]hept-2-ylcarbonyl]-2,2-dimethylpropyl}-1H-indole-2-carboxamide (5 g, 14.11 mmol), 5-bromo-2-pyridinecarboxylic acid (2.85 g, 14.11 mmol), EDC (2.7 g, 14.11 mmol), HOBt (1.91 g, 14.11 mmol), NMM (2.14 g, 21.14 mmol) in CH2Cl2 (50 mL) was stirred at room temperature for 12 h. The reaction was diluted with water. The two layers were separated and the organic washed with sat. NaHCO3 and 1N HCl. The resulting organic solution was dried over anhydrous Na2SO4 and concentrated to give the title compound (7 g) as a yellow solid. LCMS (m/z): 540.2 (M+H).

Provenance & Evidence