Triisopropyl borate → 2-(6-Methyl-pyridin-2-yl)-pyrazolo[1,5-a]pyridine-3-boronic acid

A solution of 3-bromo-2-(6-methyl-pyridin-2-yl)-pyrazolo[1,5-a]pyridine (PREP. 17, 0.2 g, 0.69 mmol) in THF (10 mL) is cooled to −78° C. and treated with tert-butyllithium (1.7 M in pentane, 1.6 mL, 2.8 mmol). This solution is stirred for 30 minutes at −78° C., treated with triisopropyl borate (0.39 g, 2.08 mmol), and stirred for 2 hr at −78° C. The reaction is then quenched with 1N HCl and stirred for 30 minutes at room temp. Evaporation leads to the solid crude product that is used without further purification. MS ES+ m/e 253.9 (M+1).

1. stirringstirred for 2 hr at −78° C
2. customThe reaction is then quenched with 1N HCl
3. stirringstirred for 30 minutes at room temp
4. customEvaporation
5. customis used without further purification

ORD record

ord-039820b98886424c90cfa49c471797a1

Source dataset

uspto-grants-2008_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07365066B2