Sodium Hydroxide → 5-(Butylsulfanyl)-3-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine

Participants

Reaction Steps

Inhibitor 17 was synthesized following the method described for preparation of 8 using 16 (0.50 g, 1.21 mmol), ethanol (23 mL), 10% aq. NaOH (11.2 mL). Reaction time: 1 h at 90° C. Purification by SGC using CH2Cl2:MeOH (gradient elution up to 97:3, v/v) gave 17 as an orange foam (116 mg, 35%); 1H NMR (400 MHz, CDCl3) δ 0.87 (t, J=7.3 Hz, 3H), 1.39 (sextet, J=7.4 Hz, 2H), 1.55 (quintet, J=7.4 Hz, 2H), 2.84 (t, J=7.4 Hz, 2H), 7.42 (s, 1H), 7.83 (s, 2H), 8.19 (d, J=2.0 Hz, 1H), 8.36 (dd, J=2.0, 0.3 Hz, 1H).

Provenance & Evidence