1,2-Dichloroethane → 2-Methyl-N-(7-methyl-1H-indazol-5-yl)-6-oxo-4-[4-(trifluoromethyl)phenyl]-1,4,5,6-tetrahydro-3-pyridinecarboxamide

Participants

Reaction Steps

The product of Example 5, Step 2 (160 mg, 0.535 mmol, 1.00 equiv), 5-amino-7-methylindazole (79 mg, 0.535 mmol, 1.0 equiv), and EDC (123 mg, 0.642 mmol, 1.20 equiv) were suspended in 1.5 mL DMF. Et3N (0.089 mL, 0.642 mmol, 1.2 equiv) was added and the solution was stirred at room temperature for 18 hrs. 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. The organic phase was dried over Na2SO4, filtered, and concentrated en vacuo. The residue was triturated with EtOAc and CH2Cl2, filtered, and washed with CH2Cl2 to provide 82 mg (36%) of the title compound as an off white solid. MS (ES+) m/e 429 [M+H]+

Provenance & Evidence