2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid → 2-Amino-cyclopentanecarboxylic acid (6-chloro-7-methoxy-9h-beta-carbolin-8-yl)-amide

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Reaction Steps

6-chloro-7-methoxy-9H-β-carboline-8-ylamine and 2-tert-butoxycarbonylamino-cyclopentanecarboxylic acid were reacted using Method A. To this product was added 5 ml of 4N HCl/dioxane and the resulting mixture was allowed to stir at RT. The reaction was followed by LC-MS until completion. Evaporation was allowed to remove all the solvent which gave a crude HCl salt. The desired product was then purified by preparative HPLC. 1H-NMR (300 MHz, DMSO-d6): δ 1.68 (m, 1H), 1.84 (m, 2H), 2.06 (m, 2H), 2.20 (m, 1H), 3.46 (m, 1H), 3.67 (m, 1H), 3.89 (s, 3H), 8.24 (d, 2H), 8.61 (d, 1H), 8.72 (s, 1H), 8.78 (d, 1H), 9.19 (s, 1H), 10.58 (s, 1H), 13.20 (s, 1H). Retention Time (LC, method: ammonium acetate standard): 1.54 min. MS (M+H+): 359.

Provenance & Evidence