Lithium Hydroxide → HCID 22185006, compound

Participants

Reaction Steps

To a solution of 2-[(1-(4-(ethoxycarbonyl)piperazin-1-yl)carbonyl-2-(3-(methoxycarbonyl)phenyl)ethyl)carbonyl]aminonaphthalene (110 mg, 0.2 mmol) in THF (8 mL) was added a solution of LiOH (27 mg, 0.6 mmol) in water (6 mL). The reaction mixture was stirred at ambient temperature. After 5 hours, the reaction mixture was acidified to pH 2-3 by 2N NaHSO4,then extracted with ethyl acetate (3×10 mL). The organic layer was dried over Na2SO4 and evaporated in vacuo to afford 2-[(1-(4-(ethoxycarbonyl)piperazin-1-yl)carbonyl-2-(3-carboxyphenyl)ethyl)carbonyl]aminonaphthalene (90 mg, 0.18 mmol); NMR (DMSO-d6) 1.25 (t, 3), 3.10-3.30 (m, 6), 3.40-3.60 (m, 4), 3.97 (q, 2), 4.14 (t, 1), 7.35-7.55 (m, 5), 7.70-7.87 (m, 5), 8.14 (s, 1), 10.12 (s, 1) ppm.

Provenance & Evidence