6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole synthesis
- Product Name:6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
- CAS Number:937049-58-6
- Molecular formula:C13H17BN2O2
- Molecular Weight:244.1
79762-54-2
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73183-34-3
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937049-58-6
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Yield: 100%
Reaction Conditions:
with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;potassium acetate in N,N-dimethyl-formamide at 100; for 15 h;Inert atmosphere;
Steps:
I.1.3 6-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H-indazole
A mixture of 6-bromo-1 /-/-indazole (700 mg; 3.55 mmol), 4,4,4',4',5,5,5',5'-octamethyl- 2,2'-bi(1 ,3,2-dioxaborolane) (1 .50 g; 5.91 mmol), Pd(dppf)CI2- DCM (290 mg; 0.36 mmol) and KOAc (1 .04 g; 10.6 mmol) in DMF (20 mL) was stirred at 100°C for 15 hours under nitrogen. The mixture was concentrated in vacuo, suspended in EtOAc (30 mL), filtered through Celite, and concentrated to afford 866 mg (100%) of the title compound as a brown semi-solid, which was used directly without further purification. LC-MS for Ci3H17BN2O2+H+ [M+H]+: calcd. 245.1 ; found: 245.0.
References:
ITEOS THERAPEUTICS;CAUWENBERGHS, Sandra;CROSIGNANI, Stefano;DRIESSENS, Gregory;DEROOSE, Frederik WO2015/140717, 2015, A1 Location in patent:Page/Page column 87; 88
39478-78-9
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937049-58-6
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$22.00/100mg