ChemicalBook CAS DataBase List 1-METHYL-4-[5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABORALAN-2-YL)PYRIDINE-2-YL]PIPERAZINE

1-METHYL-4-[5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABORALAN-2-YL)PYRIDINE-2-YL]PIPERAZINE synthesis

6synthesis methods

Product Name:1-METHYL-4-[5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABORALAN-2-YL)PYRIDINE-2-YL]PIPERAZINE
CAS Number:918524-63-7
Molecular formula:C16H26BN3O2
Molecular Weight:303.21

73183-34-3
593 suppliers
$6.00/5g

5-Bromo-2-(4-Boc-piperazin-1-yl)pyridine

364794-58-1
92 suppliers
$25.00/250mg

1-METHYL-4-[5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABORALAN-2-YL)PYRIDINE-2-YL]PIPERAZINE

918524-63-7
151 suppliers
$15.00/100mg

Yield:918524-63-7 56%

Reaction Conditions:

with dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂;potassium acetate in dimethyl sulfoxide at 80;Inert atmosphere;

Steps:

A mixture of 15 (1.5 g, 5.9 mmol), bis(pinacolato)diboron (1.6 g, 6.5 mmol), potassium acetate(1.8 g, 18 mmol) and Pd(dppf)²Cl²[CH²Cl²] (0.73 g, 0.89 mmol) in DMSO (20 mL) was protected with nitrogen and stirred at 80 ^oC overnight. The mixture was diluted with water and extracted with EA. The organic solution was concentrated in vacuo and the residue was purified by silica gel column chromatography (PE/EA, v/v = 3 to EA) to give 1.0 g of 16 (56% yield) as a brown solid. MS: m/z 304 (M+H)⁺.

References:

DANA-FARBER CANCER INSTITUTE, INC.;BRADNER, James, E.;QI, Jun;WONG, Kwok, Kin WO2016/73956, 2016, A1 Location in patent:Paragraph 00361

FullText

61676-62-8 Synthesis