Water → HCID 57537530, compound

Participants

Reaction Conditions

Reaction Steps

4-Azido-5-bromo-3-(2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridine (115 mg, 0.24 mmol), triphenylphosphine (64 mg, 0.24 mmol), and water (44 μL, 2.4 mmol) were dissolved in tetrahydrofuran (1 mL). The reaction was stirred at 23° C. for 1 h. Water (100 μL, 5.5 mmol) was added and the mixture was stirred an additional 14 h. The reaction mixture was directly loaded onto silica gel and purified using flash silica gel chromatography using a gradient of (ethyl acetate and methanol 9:1) in hexanes to afford 5-Bromo-3-(2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridin-4-ylamine (MS: m/z 448.1/450.1 (M+H+).

Provenance & Evidence