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

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Reaction Steps

Using similar reaction conditions as described in step-ii of example-7, tert-butyl 4-((4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)amino)piperidine-1-carboxylate (60 mg, 0.10 mmol) was deprotected in methanol/ether HCl (3.0/0.3 ml). This afforded 40 mg (75.4% yield) of the titled. 1H NMR (CD3OD, 400 MHz): δ 9.01-9.00 (d, 1H), 8.71-8.70 (d, 1H), 8.39 (s, 1H), 8.05 (s, 1H), 7.95 (s, 1H), 7.90-7.87 (m, 2H), 7.37-7.34 (m, 3H), 7.14-7.12 (s, 1H), 7.04-7.01 (m, 2H), 5.46 (s, 2H), 3.95-3.85 (m, 1H), 3.54-3.51 (d, 2H), 3.81-3.72 (t, 2H), 3.30-3.26 (d, 2H), 2.00-1.90 (m, 2H). MS: m/z=466.9 (M+1), HPLC: 96.60% in method A.

Provenance & Evidence