Diisopropylethylamine → HCID 67990064, compound

Participants

Reaction Steps

To a suspension of 0.300 mg 5-(4-chloro-phenyl)-6-(2,2,2-trifluoro-ethoxy)-pyridazine-3-carboxylic acid in 1 ml dichloromethane was added 0.137 mL 1-chloro-N,N,2-trimethyl-propenylamine and the mixture was stirred at ambient temperature for 30 min. The resulting slightly yellow solution was added to a solution of 130 mg (1R,2R)-2-amino-cyclohexanol and 0.224 ml N,N-diisopropylethylamine in 3 ml dimethylformamide and the mixture was stirred at ambient temperature for 3 h. The reaction mixture was partitioned between 10% aqueous citric acid and ethyl acetate. The phases were separated and the organic phase was purified by chromatography on silica gel using a gradient of heptane:ethyl acetate of 95:5 to 50:50 to yield 324 mg of the title compound as white solid. MS (EI): 430.3 (M+H).

Provenance & Evidence