Lithium hydroxide, monohydrate → HCID 10299631, compound

Participants

Reaction Steps

Lithium hydroxide monohydrate (386 mg, 9.20 mmol) was added to a solution of the product from step d (915 mg, 1.84 mmol) in THF/water (18 mL each). The reaction mixture was stirred at ambient temperature for 18 h. The reaction mixture was partitioned between ethyl acetate (40 mL) and 2M aqueous hydrochloric acid (40 mL). The aqueous phase was discarded and the organic phase was washed with brine (40 mL) and dried (MgSO4). The filtrate was evaporated to yield the title compound (841 mg, 95%). 1H NMR (DMSO-d6) 12.9 (1H, br s), 10.9 (1H, br s), 8.51 (1H, m), 7.97 (1H, m), 7.84-7.68 (4H, m), 7.49-7.46 (1H, m), 7.32-7.26 (2H, m), 7.05-6.95 (3H, m), 5.56 (2H, s). The material was further analysed as its N-methyl D-glucamine salt. Microanalysis found: C, 52.76; H, 4.98; N, 9.99%; C23H16Cl2N4O4—C7H17NO5-0.5H2O requires: C, 52.41; H, 4.98; N, 10.17%.

Provenance & Evidence