Triisopropyl borate → HCID 90100563, compound

Participants

Reaction Conditions

Reaction Steps

100 mg (1.0 eq) of the obtained 2-(3-fluorophenyl)-5-(methoxymethoxy)pyridine was dissolved in 4.3 mL of tetrahydrofuran. After cooling to −78° C., tert-butyllithium 1.7 M solution (0.5 mL, 2.0 eq) was added slowly. The mixture was stirred at the same temperature for 30 minutes. 121 mg (1.5 eq) of B(O-iPr)3 was dissolved in 2.1 mL of tetrahydrofuran, and added to the above mixture. The mixture was stirred at the same temperature for 1 hour, and stirred for 3 hours as warming to room temperature. After quenching by adding distilled water, tetrahydrofuran solution was added, and washed with brine. The reaction solution was dried with magnesium sulfate to remove water, concentrated under reduced pressure, and crystallized with methylchloride to obtain 50 mg of (2-(3-fluorophenyl)-5-hydroxypyridin-4-yl)boronic acid as white solid.

Provenance & Evidence