1,5-Dimethyl-1H-pyrazole-4-boronic acid,pinacol ester synthesis
- Product Name:1,5-Dimethyl-1H-pyrazole-4-boronic acid,pinacol ester
- CAS Number:1036991-40-8
- Molecular formula:C11H19BN2O2
- Molecular Weight:222.09
![3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole](/CAS/GIF/936250-20-3.gif)
936250-20-3
142 suppliers
$29.00/250mg
74-88-4
352 suppliers
$15.00/10g
1036991-40-8
98 suppliers
$23.00/100mg
1046832-21-6
114 suppliers
$9.00/250mg
Yield:-
Reaction Conditions:
with potassium carbonate in acetonitrile at 20;
Steps:
A.15
3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (0.3 g, 1.442 mmol) and potassium carbonate (0.996 g, 7.21 mmol) were suspended in acetonitrile (10 ml) and stirred overnight at RT. Additional iodomethane (0.5 ml) was added and the mixture was stirred overnight at RT. The mixture was diluted with EtOAc and the inorganic salts were removed by filtration. The filtrate was evaporated to yield an inseparable mixture (2:1) of 1,3-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)-1H-pyrazole and 1 ,5-dimethyl-4-(4,4,5,5-tetramethyl-l ,3,2- dioxaborolan-2-yl)-1H-pyrazole (0.267 g, 83% yield). MS (ESI) m/z: 223.1 (M+H+).
References:
DECIPHERA PHARMACEUTICALS, LLC;FLYNN, Daniel, L.;PETILLO, Peter, A.;KAUFMAN, Michael, D. WO2010/51373, 2010, A1 Location in patent:Page/Page column 74