Triethylamine → HCID 54437157, compound

Participants

Reaction Steps

To an ice-cooled solution of (R)-2-amino-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalene (110 mg, 0.46 mmol) and triethylamine (92 μL, 0.66 mmol) in methylene chloride (20 mL) was added dropwise cyclohexanecarbonyl chloride (67 μL, 0.46 mmol) in methylene chloride (5 mL). After the addition the reaction was allowed to stir at ambient temperature for 10 min and then washed with dilute aqueous sodium hydrogen carbonate. The organic phase was separated, dried (Na2SO4), filtered and evaporated in vacuo and the residue was purified on a silica gel column using chloroform/ethanol saturated with NH3 (100:3) as the eluent. This gave 71 mg (45% yield) of the title compound as white crystals: mp 183-184° C.; [α]21D +12° (c 1.0, chloroform); EIMS (70 eV) m/z (relative intensity) 355 (56, M+).

Provenance & Evidence