Triethylamine → HCID 68772803, compound

Participants

Reaction Steps

To a suspension of 1-[6-(thiazolo[4,5-b]pyridin-2-yloxy)-benzofuran-2-ylmethyl]-pyrrolidin-3-ylamine hydrochloride (70 mg, 0.174 mmol) in DCM (3 mL), was added Et3N (0.12 mL, 0.869 mmol), followed by trimethylsilyl isocyanate (0.19 mL, 1.39 mmol) and the resulting solution was stirred (rt, 14 h). The reaction mixture was concentrated and the resulting residue was purified by reverse phase HPLC to afford the title compound as a white solid (33 mg, 42%). MS (ESI): mass calcd. for C20H19N5O3S, 409.1; m/z found, 410.1 [M+H]+. 1H NMR (400 MHz, CD3OD): 8.49 (bs, 1H), 8.31 (dd, J=8.0, 1.4, 1H), 7.74 (d, J=8.5, 1H), 7.70 (d, J=1.8, 1H), 7.38-7.32 (m, 2H), 7.10 (s, 1H), 4.36-4.29 (m, 2H), 4.33 (s, 1H), 3.52-3.38 (m, 2H), 3.25-3.14 (m, 2H), 2.45-2.34 (m, 1H), 1.99-1.89 (m, 1H).

Provenance & Evidence