Hydrochloric Acid → HCID 10180845, compound

Participants

Reaction Steps

Methyl 3-[4-{5-(3,4-dihydro-2H-benzo[b][1,4]oxazin-4-yl)-5-oxopentylamino}phenyl]-2-ethoxypropanoate (211 mg, 1 eq, 0.48 mmol) obtained in example 10, was hydrolyzed using lithium hydroxide monohydrate (60 mg, 3 eq, 1.44 mmol) in methanol-water at RT (takes 4-5 h). The reaction mixture was diluted with water, acidified (pH 3-4) with aqueous HCl and then extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate and concentrated on rotary evaporator. The residue was chromatographed (ethyl acetate and hexane→methanol/chloroform) to afford the title compound (139 mg, yield 68%) as viscous liquid.

Provenance & Evidence