Welcome to chemicalbook!
Chinese English Japanese Germany Korea
400-158-6606
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

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

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

5synthesis methods
-

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