Trifluoroacetic acid methylene chloride → 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(piperazin-1-yl)pyridin-3-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-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazine-1-carboxylate (70 mg, 0.126 mmol) was deprotected with TFA/DCM (1/5 ml). This afforded 17.5 mg (24.3% yield) of the titled compound. 1H NMR (CD3OD, 300 MHz): δ 8.53 (s, 3H), 8.23 (s, 1H), 8.16-8.12 (dd, 1H), 7.97 (s, 1H), 7.73 (s, 1H), 7.40-7.30 (m, 1H), 7.20-7.10 (m, 2H), 7.09-6.95 (m, 1H), 5.43 (s, 2H), 3.92-2.89 (m, 4H), 3.40-3.36 (m, 4H). MS: m/z=464.2 (M+1), HPLC: 97.79% in method A.

Provenance & Evidence