Benzoyl chloride → HCID 12968612, compound

Participants

Reaction Conditions

Reaction Steps

0.95 g (2.2 mmol) of (S)-N-(α-ethylbenzyl)-3-(2-aminoethoxy)-2-phenylquinoline-4-carboxamide (compound of Description 4) were dissolved, under nitrogen atmosphere and magnetical stirring, in 12 ml of dry CH2Cl2; 0.37 ml (2.6 mmol) of TEA were added, the solution cooled to 0° C. and 0.3 ml (2.6 mmol) of benzoyl chloride, dissolved in in 3 ml dry CH2Cl2 were added dropwise. The reaction was left 30 minutes at 0° C., then allowed to reach room temperature and left overnight. The mixture was evaporated in-vacuo to dryness, the residue was dissolved in CH2Cl2, and washed with H2O, 20% citric acid, sat. sol. NaHCO3, sat. sol. NaCl; the organic layer was dried over Na2SO4 and evaporated in-vacuo to dryness. The residue was triturated with hot i-Pr2O/i-PrOH to yield 0.8 g of the title compound as a white solid.

Provenance & Evidence