Diisopropylethylamine → HCID 66920661, compound

Participants

Reaction Steps

To a mixture of Example 188B (19 mg, 0.05 mmol), methylamine HCl salt (7 mg, 0.1 mmol) in N,N-dimethylformamide (500 μL) was added O-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium tetrafluoroborate (18 mg, 0.055 mmol), followed by N,N-diisopropylethylamine (44 μL). The reaction mixture was stirred at ambient temperature for 1 hr. It was diluted with 1 mL acetonitrile and purified by reverse phase HPLC (0-70% CH3CN in 10 mM aq. ammonium acetate) to provide the titled compound as white solid. 1H NMR (300 MHz, DMSO-d6) δ 8.95 (t, J=6.4 Hz, 1H), 8.00-7.94 (m, 1H), 7.29 (bs, 2H), 7.23 (d, J=8.9 Hz, 2H), 7.07 (s, 1H), 6.91 (d, J=8.9 Hz, 2H), 4.49 (q, J=7.1 Hz, 2H), 4.42 (s, 2H), 4.40 (d, J=6.4 Hz, 2H), 2.65 (d, J=4.6 Hz, 3H), 1.31 (t, J=7.1 Hz, 3H). MS (m/e) 384 (M+H)+.

Provenance & Evidence