Trifluoroacetic acid → 5-Methylsulfanyl-4-[3'-(2,2,2-trifluoro-1-hydroxy-ethyl)-biphenyl-3-sulfonyl]-thiophene-2-carboxamidine trifluoroacetate

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Reaction Steps

(Imino-{5-methylsulfanyl-4-[3′-(2,2,2-trifluoro-1-hydroxy-ethyl)-biphenyl-3-sulfonyl]-thiophen-2-yl}-methyl)-carbamic acid tert-butyl ester (25 mg, 0.043 mmol, as prepared in Example 28, step c) was treated with trifluoroacetic acid (50% in DCM) for 1 hr at rt. The reaction mixture was concentrated in vacuo and the residue obtained was purified using C18-HPLC (10–80% CH3CN in H2O (0.1% TFA) over 25 min) to give 18 mg (86%) of the title compound as a white solid. 1H-NMR (CD3OD; 400 MHz) δ 8.33 (s, 1H), 8.30 (t, 1H, J=1.7), 7.97–8.05 (m, 2H), 7.91 (br s, 1H), 7.68–7.74 (m, 2H), 7.53–7.56 (m, 2H), 5.15 (q, 1H, J=7.0 Hz), 2.74 (s, 3H). 19F-NMR (CD3OD; 400 MHz) δ −80.09 (d, J=6.9 Hz). ESI-MS (m/z): Calcd. for C20H17F3N2O3S3: 487.6 (M+H); found: 487.3.

Provenance & Evidence