1,2-Dichloroethane → HCID 178429244, compound

Participants

Reaction Steps

The product of Example 45, Step 1 (150 mg, 0.453 mmol, 1.00 equiv), 5-amino-3-chloroindazole (76 mg, 0.453 mmol, 1.0 equiv), and EDC (104 mg, 0.543 mmol, 1.20 equiv) were suspended in 1.0 mL DMF. Et3N (0.076 mL, 0.543 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 purified by flash chromatography (0-80% EtOAc in Hexanes) and further purified by reverse-phase HPLC (30-80% CH3CN/H2O—NH4OH to pH 10 over 27 minutes, retention time 13.98 min) to provide 15 mg (7%) of the title compound as a white solid. MS (ES+) m/e 481 [M+H]+

Provenance & Evidence