tert-butyl 4-(4-(3-(1-(pyridin-3-ylmethyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperidine-1-carboxylate → 5-(4-(piperidin-4-yl)phenyl)-3-(1-(pyridin-3-ylmethyl)-1H-pyrazol-4-yl)-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-(4-(3-(1-(pyridin-3-ylmethyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperidine-1-carboxylate (120 mg, 0.224 mmol) was deprotected in TFA/methanol (5/5 ml). This afforded 15 mg (12% yield) of the titled compound. 1H NMR (CD3OD, 300 MHz): δ 8.76 (s, 2H), 8.56-8.55 (d, 2H), 8.36-8.34 (m, 2H), 8.02 (s, 1H), 7.95-7.91 (m, 1H), 7.75-7.72 (m, 3H), 7.45-7.42 (m, 2H), 5.66 (s, 2H), 3.56-3.51 (d, 2H), 3.22-3.14 (t, 2H), 3.10-2.99 (m, 1H), 2.16-2.11 (d, 2H), 2.03-1.93 (td, 2H). MS: m/z=435.2 (M+1), HPLC: 97.0% in method A.

Provenance & Evidence