Skip to Content
Merck
CN
All Photos(1)

Documents

Safety Information

708631

Sigma-Aldrich

Quinoxaline-6-boronic acid pinacol ester

97%

Sign Into View Organizational & Contract Pricing

Empirical Formula (Hill Notation):
C14H17BN2O2
CAS Number:
Molecular Weight:
256.11
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.560

density

1.123 g/mL at 25 °C

SMILES string

CC1(C)OB(OC1(C)C)c2ccc3nccnc3c2

InChI

1S/C14H17BN2O2/c1-13(2)14(3,4)19-15(18-13)10-5-6-11-12(9-10)17-8-7-16-11/h5-9H,1-4H3

InChI key

ZYWICCYXTGRUNM-UHFFFAOYSA-N

Application

Quinoxaline-6-boronic acid pinacol ester is a common reactant of a Suzuki coupling reaction that can be used:
  • To prepare quinoxalin based PI3Kδ inhibitors.
  • As a substrate in the Cu(II) catalyzed [11C]-radiocyanation of arylboronic acids.
  • To prepare 6-quinoxaline boronic acid, which is used as a substrate in the silver-mediated fluorination of boronic acids.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Regulatory Information

新产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Design of selective PI3Kδ inhibitors using an iterative scaffold-hopping workflow
Fradera X, et al.
Bioorganic & Medicinal Chemistry Letters, 29(18), 2575-2580 (2019)
Copper (II)-mediated [11C] cyanation of arylboronic acids and arylstannanes
Makaravage KJ, et al.
Organic Letters, 20(6), 1530-1533 (2018)
Fluorination of boronic acids mediated by silver (I) triflate
Furuya T and Ritter T
Organic Letters, 11(13), 2860-2863 (2009)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service