Water → HCID 10737625, compound

Participants

Reaction Steps

A mixture of 100 mg (0.26 mmol) of 2-[[3-(2-amino-2-oxoethyl)-2-ethyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid methyl ester and 2 mL of 1M NaOH in 6 mL of MeOH Tunas heated to dissolve all materials and then stirred at room temperature for 1 hour. Water and ethyl acetate were added and the aqueous layer separated, made acidic to pH 3 with 1N HCl and ethyl acetate added. The insoluble material was filtered. The ethyl acetate solution gas washed with brine, dried (MgSO4), and concentrated at reduced pressure. The residue was combined with the filtered material above to give 90 mg (95% yield) of 2-[[3-(2-amino-2-oxoethyl)-2-ethyl-1-(phenylmethyl)-1H-indol-4-yl]oxy]acetic acid, mp, 220-222° C.

Provenance & Evidence