1,2-Dichloroethane → N-(3-Bromo-1H-indazol-5-yl)-4-[4-chloro-3-(methyloxy)phenyl]-2-methyl-6-oxo-1,4,5,6-tetrahydro-3-pyridinecarboxamide

Participants

Reaction Conditions

Reaction Steps

3-Bromo-1H-indazol-5-amine (126 mg, 0.592 mmol, 1.00 equiv) was combined with the product from Example 93, Step 4 (175 mg, 0.592 mmol, 1.00 equiv), EDC (134 mg, 0.710 mmol, 1.20 equiv) and Et3N (99 μL, 0.710 mmol, 1.20 equiv) in DMF (1.75 mL) and stirred at 30° C. for 18 hours. The reaction mixture was diluted with EtOAc and 1N HCl. The phases were separated, and the organic phase was washed twice with 1N HCl, once with satd. NaHCO3, and once with satd. NaCl. Solid precipitated out of the organic phase and was filtered and triturated with ether to provide 145 mg (50%) of the title compound as a white solid. MS (ES+) m/e 490 [M+H]+

Provenance & Evidence