Hydrochloric Acid → HCID 71536237, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of compound methyl 2-(tert-butoxy)-2-(2-methyl-4-(5-methylchroman-6-yl)-1-oxo-1,2,5,6,7,8-hexahydrobenzo[4,5]thieno[2,3-c]pyridin-3-yl)acetate (20 mg, 0.04 mmol) in Tetrahydrofuran (THF) (3 mL) and Water (3 mL) was added lithium hydroxide hydrate (20 mg, 0.48 mmol). The mixture was stirred at 65° C. for overnight. The reaction was cooled to room temperature, and solvent was removed by concentrated under reduced pressure to afford an oil, which was acidified with 1N aqueous HCl to pH=3, the resulting precipitate was collected by filtration to afford title product (11.5 mg, 59% yield) as white solid. 1H NMR: (Methanol-d4, 400 MHz) δ 0.99, 1.15 (s, total, 9H), 1.35˜1.52 (m, 2H), 1.69˜1.72 (m, 4H), 1.86 (s, 3H), 2.08˜2.11 (m, 2H), 2.65˜2.75 (m, 2H), 2.85˜2.89 (m, 2H), 3.77, 3.80 (s, total, 3H), 6.72˜6.78 (m, 1H), 6.98˜7.27 (m, 1H). LCMS (m/z) ES+=496 (M+1).

Provenance & Evidence