ChemicalBook CAS DataBase List Pyridine, 5-(bromomethyl)-2-chloro- (9CI)

Pyridine, 5-(bromomethyl)-2-chloro- (9CI) synthesis

5synthesis methods

Product Name:Pyridine, 5-(bromomethyl)-2-chloro- (9CI)
CAS Number:182924-36-3
Molecular formula:C6H5BrClN
Molecular Weight:206.47

22536-61-4
225 suppliers
$6.00/1g

Pyridine, 5-(bromomethyl)-2-chloro- (9CI)

182924-36-3
103 suppliers
$42.00/250mg

Yield: 38%

Reaction Conditions:

with N-Bromosuccinimide;dibenzoyl peroxide in tetrachloromethane for 6 h;Reflux;

Steps:

25
Synthesis Example 25
N-[1-((2-chloropyrimidin-5-yl)methyl)pyridin-2(1H)-ylidene]-2,2,2-trifluoroacetamide (Compound 243)
2-chloro-5-methylpyrimidine (1.04 g, 8.13 mmol) was dissolved in 30 mL of carbon tetrachloride, 1.73 g (9.75 mmol) of N-bromosuccinimide and 20 mg of benzoyl peroxide were added, and the mixture was refluxed under heating for 6 hours.
Following reaction completion, the reaction mixture was returned to room temperature, concentrated under reduced pressure, and purified by silica gel column chromatography (hexane/ethyl acetate=3:1), affording 641 mg of 5-bromomethyl-2-chloropyridine (yield, 38%).
¹H-NMR (CDCl₃, δ, ppm): 4.42 (2H, s), 8.66 (2H, s)

References:

MEIJI SEIKA PHARMA CO., LTD.;KAGABU, Shinzo;MITOMI, Masaaki;KITSUDA, Shigeki;HORIKOSHI, Ryo;NOMURA, Masahiro;ONOZAKI, Yasumichi US2013/150414, 2013, A1 Location in patent:Paragraph 0437

21543-49-7 Synthesis