tert-butyl 4-(3-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)benzyl)piperidine-1-carboxylate → 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(3-(piperidin-4-ylmethyl)phenyl)-1H-pyrrolo[2,3-b]pyridine

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Reaction Steps

Using similar reaction conditions as described in step-ii of example-7, tert-butyl 4-(3-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)benzyl)piperidine-1-carboxylate (50 mg, 0.088 mmol) was deprotected in methanol/ether HCl (5/1 ml). This afforded 40 mg (90.9% yield) of the titled compound. 1H NMR (DMSO-d6, 300 MHz): δ 11.9 (s, 1H), 8.75-8.65 (bs, 1H), 8.53-8.52 (d, 1H), 8.42-8.38 (m, 2H), 7.98 (s, 1H), 7.78-7.77 (d, 2H), 7.62-7.57 (m, 2H), 7.43-7.35 (m, 2H), 7.19-7.05 (m, 4H), 5.40 (s, 2H), 3.23-3.18 (d, 2H), 2.80-2.54 (m, 5H), 2.25-2.15 (bs, 1H), 1.76-1.71 (d, 2H), 1.45-1.30 (m, 2H). MS: m/z=466.2 (M+1), HPLC: 97.04% in method A.

Provenance & Evidence