N-Methyl-D-glucamine → HCID 11679253, compound

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Reaction Steps

To a solution of 5-{[{4-[(4-butylphenyl)ethynyl]benzoyl}(hexyl)amino]methyl}-2-hydroxybenzoic acid (253 mg, 0.49 mmol) in MeOH (5 mL) was added a solution of N-methyl-D-glucamine (97 mg, 0.49 mmol) in water (2 mL). Water (20 mL) was added and the resulting solution was lyophilized to give 306 mg of the title compound as a white powder. HPLC, Rt: 5.75 min (purity: 99.8%). LC/MS, M+(ESI): 512.0, M−(ESI): 509.9. 1H NMR (CD3OD) δ: 0.81 (m, 3H), 0.94 (t, J=7.4 Hz, 3H), 1.07 (m, 3H), 1.37 (m, 5H), 1.58-1.71 (m, 4H), 2.63 (t, J=7.7 Hz, 2H), 2.69 (s, 3H), 3.14 (d, J=6.0 Hz, 2H), 3.29 (m, 1H), 3.43 (m, 1H), 3.61-3.83 (m, 5H), 4.04 (t, J=6.4 Hz, 1H), 4.69 (s, 1H), 4.85 (s, 1H), 6.80 (m, 1H), 7.08 (m, 0.5H), 7.19 (d, J=8.3 Hz, 2H), 7.41-7.47 (m, 4.5H), 7.57 (m, 2H), 7.72 (m, 0.5H), 7.85 (m, 0.5H). Analysis calculated for C33H37NO4.C7H17NO5.1.5 H20: C, 65.46; H, 7.83; N, 3.82%. Found: C, 65.50; H, 7.69; N, 3.80%

Provenance & Evidence