Isopropylamine → HCID 67359702, compound

Participants

Reaction Steps

To a room temperature solution of 29.2 (432 mg, 1199 μmol) in DCM (6.0 mL) was added two drops of DMF followed by thionyl chloride (0.26 mL, 3596 μmol). The mixture was refluxed under N2 for 1.5 hours, cooled to room temperature, and the organic solvent was removed under reduced pressure. The residue was treated with neat isopropylamine (2.0 mL, 23515 μmol) (commercially available from Sigma-Aldrich, St. Louis, Mo., USA), and the mixture was heated at 50° C. for 45 minutes. The reaction was then quenched with water (5 mL) and extracted with (3×5 mL) EtOAc. After removal of organic solvents under reduced pressure, purification of the residue by flash chromatography on silica gel with 0-50% EtOAc/hexanes for elution gave 29.3 as white solid (378 mg, 79%).

Provenance & Evidence