Lithium Hydroxide → HCID 10159102, compound

Participants

Reaction Steps

A solution of 2-[[3-(2-amino-1,2-dioxoethyl)-1-benzyl-2-methyl-6,7,8,9-tetrahydro-1H-benz[g]indol-4-yl]oxy]acetic acid methyl ester (285 mg, 0.671 mmol) in methanol (5 ml) was treated with 1 M lithium hydroxide solution (2.5 mL) at room temperature for 1.5 h. The reaction mixture was diluted with water, concentrated in vacuo, and treated with 1 M hydrochloric acid (1 mL). The resulting precipitate was collected via vacuum filtration and dried to provide 270 mg (96%) of the title compound as a tan powder: mp>300° C. 1H NMR (DMSO-d6) δ 8.00 (bs, 1H), 7.35 (m, 3H), 7.26 (t, J=7.0 Hz, 1H), 6.88 (d, J=7.3 Hz, 2H), 6.21 (s, 1H), 5.64 (s, 2H), 4.38 (s, 2H), 2.88 (m, 2H), 2.71 (m, 2H), 2.35 (s, 3H), 1.60 (m, 4H); MS ES+ m/e 421 (p+1); IR (KBr, cm−1) 1636, 1402.

Provenance & Evidence