9-Borabicyclo(3.3.1)nonane → HCID 57537675, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-{5-[4-chloro-3-(2-methylamino-pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-pyridin-3-yl}-N,N-dimethyl-2-oxo-acetamide (35 mg, 0.08 mmol), 9-BBN-dimer (98 mg, 0.4 mmol) in toluene (5 ml) was stirred at 60° C. overnight. The solvent was removed under vacuum and the crude was dissolved in DMSO, filtered and purified by reverse phase HPLC, lyophilized afforded 2-{5-[4-chloro-3-(2-methylamino-pyridin-3-yl)-1H-pyrrolo[2,3-b]-pyridin-5-yl}-pyridin-3-yl]-2-hydroxy-N,N-dimethyl-acetamide (18 mg, 50% yield). 1H NMR (500 MHz, DMSO-d6) δ 2.74 (d, 3H), 2.85 (s, 3H), 2.96 (s, 3H), 5.68 (m, 1H), 5.82 (s, 1H), 6.53 (d, 1H), 7.28 (d, 1H), 7.62 (s, 1H), 7.84 (m, 1H), 8.02 (d, 1H), 8.24 (s, 1H), 8.58 (m, 2H), 12.26 (s, 1H). MS: m/z 437.3 (M+H+).

Provenance & Evidence