C[O:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]2[C:17]([CH:18]=1)=[N:16][C:15]1[CH2:14][CH2:13][CH2:12][CH2:11][C:10]=1[C:9]=2[CH3:19])=[O:4].[OH-].[Na+]>C1COCC1.O>[CH3:19][C:9]1[C:10]2[CH2:11][CH2:12][CH2:13][CH2:14][C:15]=2[N:16]=[C:17]2[C:8]=1[CH:7]=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:18]2A solution 9-methyl-5,6,7,8-tetrahydro-acridine-3-carboxylic acid methyl ester (120 mg, 0.04mmols) in THF:water (6 mL:4 mL) added solid sodium hydroxide (75 mg, 0.16mmols) and heated the reaction mixture at 70° C. for 3 h. Reaction completion was monitored by TLC. Alter completion, the reaction mixture was diluted with water and washed with ethyl acetate. The aqueous layer was acidified to pH 3-4 using 1.5N hydrochloric acid solution. Precipitated product was filtered and dried to get the pure product as off white solid (25 mg, 22%). Compound was purified by preparative HPLC.
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