ChemicalBook CAS DataBase List 5-Bromopyridine-2-carbaldehyde

5-Bromopyridine-2-carbaldehyde synthesis

8synthesis methods

Product Name:5-Bromopyridine-2-carbaldehyde
CAS Number:31181-90-5
Molecular formula:C6H4BrNO
Molecular Weight:186.01

97483-77-7 Synthesis

97483-77-7
543 suppliers
$10.00/5g

31181-90-5
326 suppliers
$5.00/250mg

Yield:31181-90-5 60%

Reaction Conditions:

with diisobutylaluminium hydride in tetrahydrofuran at -78; for 4 h;

Steps:

159.1 Step 1:
To a stirred solution of 5-bromopicolinonitrile (0.5 g, 2.732 mmol, 1.0 eq) in tetrahydrofuran (10 mL) at -78 °C DIBAL (4 mL, 4.98 mmol, 1.5 eq) was added and reaction mixture was stirred for 4 h at -78 °C. The reaction mixture was monitored by TLC, and quenched with 2N HCI (2 mL) and extracted with dichloromethane (10 mL), dried over sodium sulphate and evaporated to provide fairly pure 5-bromopicolinaldehyde (0.3 g, ~ 60 %) which was used to the next stage without further purification.

References:

GRÜNENTHAL GMBH;FRANK, Robert;BAHRENBERG, Gregor;CHRISTOPH, Thomas;LESCH, Bernhard WO2013/13815, 2013, A1 Location in patent:Page/Page column 228

FullText

3430-13-5 Synthesis