Lithium Hydroxide → HCID 9867259, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl (S)-10,11-dihydro-3-[2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)-1-ethoxy]-5H-dibenzo[a,d]cycloheptene-10-acetate (131 mg, 0.29 mmole) in THF/H2O (2 mL) was added 1.0 N LiOH (0.43 mL, 0.43 mmole), and the mixture was heated to 50° C. After 18 hr, the mixture was cooled to RT and washed with Et2O (2×2 mL). The aqueous layer was acidified to pH 6 using 10% HCl. The resulting milky solution was passed through a C-18 bond-elute column (gradient elution: H2O, then 20% CH3CN/H2O, then CHCl3 as eluent). Fractions containing the product were concentrated under reduced pressure to give the title compound (30 mg, 24%) as a white powder: MS (ES) m/e 429 (M+H)+. Anal. Calcd for C27H28N2O3.0.95 HCl: C, 70.02; H, 6.30; N, 6.05. Found: C, 70.01; H, 6.33; N, 5.71.

Provenance & Evidence