3-Bromo-5-cyanobenzyl bromide synthesis

6synthesis methods

Product Name:3-Bromo-5-cyanobenzyl bromide
CAS Number:124289-24-3
Molecular formula:C8H5Br2N
Molecular Weight:274.94

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Yield: 53%

Reaction Conditions:

with N-Bromosuccinimide;2,2'-azobis(isobutyronitrile) in tetrachloromethane at 80; for 8 h;

Steps:

44.1 Step 1: Example 44b
To a solution of Example 44a (11.0 g, 56.1 mmol, 1.0 eq) in CCl4 (500 mL) were added NBS (15.0 g, 84.2 mmol, 1.5 eq) and AIBN (4.6 g, 28.1 mmol, 0.5 eq). The reaction mixture was stirred at 80°C for 8 h. After the insoluble solid was removed, the filtrate was concentrated, and the residue was purified by silica gel flash column chromatography to afford the product Example 44b (8.1 g, 53% yield) as a yellow solid. LCMS[M+1] ⁺ = 275.9.

References:

FRONTHERA U.S. PHARMACEUTICALS LLC;JIN, Bohan;DONG, Qing;HUNG, Gene WO2020/185755, 2020, A1 Location in patent:Paragraph 00552