p-Anisoyl chloride → HCID 54326417, compound

Participants

Reaction Steps

To an ice-cooled solution of (R)-2-amino-8-(4-methylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalene (130 mg, 0.53 mmol) and triethylamine (110 μL, 0.80 mmol) in methylene chloride (30 mL) was added dropwise 4-methoxybenzoyl chloride (95 mg, 0.56 mmol) in methylene chloride (5 mL). After the addition the reaction was allowed to stir at ambient temperature for 15 min and then washed with water. The phases were separated and the combined organic phases were dried (Na2SO4), filtered and evaporated in vacuo to give a crude product which was purified on a silica gel column using chloroform/ethanol saturated with NH3 (100:3) as the eluent. Yield: 143 mg (71%) of the title compound as white crystals: mp 186-187° C.; [α]21D −52° (c 0.50, CHCL3); EIMS (70 eV) m/z (relative intensity) 379 (23, M+).

Provenance & Evidence