tert-butyl 4-(2-fluoro-4-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperidine-1-carboxylate → 5-(3-fluoro-4-(piperidin-4-yl)phenyl)-3-(1-(3-fluorobenzyl)-3,5-dimethyl-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-(2-fluoro-4-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperidine-1-carboxylate (110 mg, 0.184 mmol) was deprotected in TFA/DCM (3/0.5 mL) to afford 9 mg (8.1% yield) of the titled compound. 1H NMR (CD3OD, 400 MHz): δ 8.6 (s, 1H), 8.14-8.13 (d, 1H), 7.55 (s, 1H), 7.50-7.30 (m, 4H), 7.05-6.95 (td, 2H), 6.90-6.85 (d, 1H), 5.37 (s, 2H), 3.52-3.49 (d, 2H), 3.24-3.14 (m, 3H), 2.20 (s, 3H), 2.18 (s, 3H), 2.10-1.95 (m, 4H). MS: m/z=497.8 (M+1), HPLC: 96.3% in method A.

Provenance & Evidence