Benzamidine, hydrochloride → HCID 59129071, compound

Participants

Reaction Steps

A mixture of 2-(2-tert-butylphenoxy)-3-isothiocyanatopyridine (Example 1a) (100 mg, 0.35 mmol), diisopropylethylamine (186 μL, 1.05 mmol) and benzamidine hydrochloride (55 mg, 0.35 mmol) in DMF (2 mL) was stirred at rt for 18 h. Diethylazodicarboxylate (110 μL, 0.7 mmol) was added and mixture was stirred for 4 h. The reaction mixture was purified by preparative HPLC to give the title compound (110 mg, TFA salt) as a white solid. (M+H)+=403. 1H NMR (400 MHz, DMSO d6) δ ppm 1.31 (s, 9 H), 6.94 (dd, J=7.83, 1.26 Hz, 1 H), 7.16 (dd, J=7.58, 1.26 Hz, 1 H), 7.20-7.27 (m, 2 H), 7.44 (dd, J=8.09, 1.77, 1H), 7.48-7.56 (m, 3 H), 7.79 (dd, J=4.80, 1.51 Hz, 1H), 8.20 (dd, J=7.83, 1.52 Hz, 2 H), 9.04 (dd, J=7.83, 1.52 Hz, 1 H), 10.93 (s, 1 H).

Provenance & Evidence