Boron tribromide → HCID 21886270, compound

Participants

Reaction Steps

4-(3′-Methoxy-biphenyl-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxamidine trifluoroacetate (1.4 mg, 3.3 μmol, as prepared in Example 44) was treated with BBr3 (1 M in DCM) for 18 hr at rt. The reaction was quenched with MeOH at 0° C. and then concentrated in vacuo to a solid. Purification of this solid using C18-HPLC (10–80% CH3CN in H2O (0.1% TFA) over 25 min) afforded 1.0 mg (77%) of the title compound as a white solid. 1H-NMR (CD3OD): δ 8.33 (s, 1H), 8.23 (t, 1H, J=1.6 Hz), 7.98–8.01 (m, 1H), 7.92–7.95 (m, 1H), 7.68 (t, 1H, J=7.8 Hz), 7.31 (t, 1H, J=7.8 Hz), 7.05–7.12 (m, 2H), 6.84–6.87 (m, 1H), 2.74 (s, 3H). ESI-MS (m/z): Calcd. for C18H16N2O3S3: 405.5 (M+H); found: 405.2.

Provenance & Evidence