Sodium hydride → HCID 16086950, compound

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Reaction Steps

Following the reaction instructions for the production of compound 19a, the amine 15b (856 mg, 2.86 mmol) is first added to a suspension of sodium hydride (60% in mineral oil; 126 mg, 3.15 mmol) in anhydrous n-Bu2O (12 ml) and the resulting mixture is then added with 6-bromohexanoic acid chloride (0.51 ml, 3.43 mmol). The crude product that is obtained after processing is purified through column chromatography (silica gel, ethyl acetate/petroleum ether 1:2). 1.24 g (91%) of compound 19b are obtained as a colorless. Melting point. 190-191° C.; IR (Film) 2970, 2920, 2840, 1705, 1645, 1590 cm−1; 1H-NMR (CDCl3) δ 8.02 (d, 8.6 Hz, 2H), 7.94 (d, 8.4 Hz, 2H), 7.25 (d, 8.4 Hz, 2H), 7.05 (d, 8.4 Hz, 2H), 4.95 (s, 2H), 3.92 (s, 3H), 3.90 (s, 3H), 3.36 (t, 6.7 Hz, 2H), 2.11 (t, 7.4 Hz, 2H), 1.85-1.72 (m, 2H), 1.71-1.57 (m, 2H), 1.42-1.29 (m, 2H); MS (FD) m/z 477 (M+ for Br81), 475 (M+ for Br79).

Provenance & Evidence