5-hydroxypridine-3-boronic acid pinacol ester

5-hydroxypridine-3-boronic acid pinacol ester - Names and Identifiers

Name	5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-ol
Synonyms	(5-hydroxy-3-pyridyl)boronic acid 5-Hydroxypyridine-3-boronic acid picol ester 5-hydroxypridine-3-boronic acid pinacol ester 5-Hydroxypyridine-3-boronic acid pinacol ester 3-Hydroxypyridine-5-boronic acid pinacol ester 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-ol 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinol 3-Pyridinol, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
CAS	1171891-35-2

5-hydroxypridine-3-boronic acid pinacol ester - Physico-chemical Properties

Molecular Formula	C11H16BNO3
Molar Mass	221.06
Density	1.13±0.1 g/cm3(Predicted)
Boling Point	414.3±30.0 °C(Predicted)
pKa	9.16±0.10(Predicted)
Storage Condition	under inert gas (nitrogen or Argon) at 2-8°C

5-hydroxypridine-3-boronic acid pinacol ester - Reference Information

Application

(5-hydroxy-3-pyridyl) boronic acid is a boronic acid derivative, boronic acid derivatives are widely used in organic synthesis for the formation of carbon-carbon bonds. In Suzuki coupling, aryl halides and aryl or vinyl borates or boronic acids are coupled using Pd(PPh3)4. It has been reported in the literature that it can be prepared from 3-bromo-5-hydroxypyridine by traditional borate synthesis method.

preparation

to 3-bromo-5-hydroxypyridine (1EQ, 3.56mmol) in MeCN(10ml) to the solution were added cytanoyl biborate (1.2eq,4.27mmol,1.11g), KOAc(3eq,10.7mmol,1.05g) and Pd(dppf)2 Cl2(0.04eq,0.142mmol, 105mg). The mixture was heated at 160 °c for 15 min with microwave irradiation. The mixture was filtered to give the title compound.

Last Update：2024-04-09 20:45:29