6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline Chemical Properties

Melting point:

179-184°C

Boiling point:

397.5±15.0 °C(Predicted)

Density 

1.10±0.1 g/cm3 (20 ºC 760 Torr)

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

solid

pka

5.03±0.14(Predicted)

Appearance

Off-white to light yellow Solid

InChI

1S/C15H18BNO2/c1-14(2)15(3,4)19-16(18-14)13-6-5-12-10-17-8-7-11(12)9-13/h5-10H,1-4H3

InChIKey

LFALMDZWCMSBFO-UHFFFAOYSA-N

SMILES

CC1(C)OB(OC1(C)C)c2ccc3cnccc3c2

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline Usage And Synthesis

Uses

Useful boron compound for Suzuki coupling.

Synthesis

A mixture of 6-bromoisoquinoline (208 mg, 1 mmol), bis(pinacolato)diboronate (279 mg, 1.1 mmol), KOAc (323 mg, 3.3 mmol) and Pd(dppf)2Cl2 (73 mg, 0.1 mmol) in DMSO (3 mL) was heated in microwave at 160 ??C for 10 minutes. The mixture was diluted with water (20 mL) and extracted with EtOAc (4x 20 mL). The combined EtOAc was washed with water (15 mL) and brine (15 mL) and dried (Na2SO4). The solvent was removed to give isoquinoline-6-boronic acid pinacol ester.

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline(675576-26-8)Related Product Information

• Isothiazolo[5,4-b]pyridin-6-amine
• ISOQUINOLINE-3-CARBOXYLIC ACID
• ISOQUINOLINE-5-CARBOXYLIC ACID
• C-ISOQUINOLIN-4-YL-METHYLAMINE
• 8-isoquinolinyl-boronic acid
• Isoquinoline-3-carboxylic acid
• ISOQUINOLIN-3-AMINE
• Isoquinoline-1-carboxylic acid ethyl ester
• Isoquinoline-4-carbaldehyde
• METHYL 4-ISOQUINOLINECARBOXYLATE
• 6-Isoquinolinecarboxaldehyde (9CI)