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ChemicalBook CAS DataBase List 2-Chloro-3-methyl-5-bromopyridine
29241-60-9

2-Chloro-3-methyl-5-bromopyridine synthesis

3synthesis methods
89488-30-2 Synthesis
5-BROMO-2-HYDROXY-3-PICOLINE

89488-30-2
239 suppliers
$7.00/1g

-

Yield:29241-60-9 78%

Reaction Conditions:

with trichlorophosphate in dichloromethane;N,N-dimethyl-formamide

Steps:

11.B 5-bromo-2-chloro-3-methylpyridine
EXAMPLE 11B 5-bromo-2-chloro-3-methylpyridine The product from Example 11A (4.1 g, 221.8 mmol) in DMF (40 mL) was treated with phosphorus oxychloride (10 g, 65.4 mmol) dropwise at 0° C. After heating at 120° C. for 2 hours, the mixture was cooled and poured onto ice/water. The mixture was made basic with NH4OH, filtered, and the filtercake washed with ice water. The obtained solid was dissolved in dichloromethane (100 mL), washed with brine, and dried (MgSO4). The dried solution was filtered through a pad of silica using dichloromethane and the filtrate concentrated to provide the title compound as a white solid (3.48 g, 78% yield): 1H NMR (CDCl3, 300 MHz) δ 2.39 (s, 3H), 7.70 (m, 1H), 8.31, d, J=3 Hz, 1H).

References:

Schrimpf, Michael R.;Tietje, Karin R.;Toupence, Richard B.;Ji, Jianguo;Basha, Anwer;Bunnelle, William H.;Daanen, Jerome F.;Pace, Jennifer M.;Sippy, Kevin B. US2002/19388, 2002, A1

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