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

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

6synthesis methods

Product Name:Pyridine, 2-chloro-5-ethenyl- (9CI)
CAS Number:157670-28-5
Molecular formula:C7H6ClN
Molecular Weight:139.58

53939-30-3 Synthesis

53939-30-3
461 suppliers
$5.00/1g

75927-49-0 Synthesis

75927-49-0
205 suppliers
$6.00/1g

157670-28-5
42 suppliers
$40.00/250mg

Yield: 81%

Reaction Conditions:

with tetrakis(triphenylphosphine) palladium⁽⁰⁾;sodium carbonate in 1,2-dimethoxyethane;water at 84; for 16 h;Inert atmosphere;Sealed tube;Suzuki Coupling;

Steps:

1 preparation of 2-chloro-5-vinylpyridine
Into a 500ml pressure flask, 2-chloro-5-bromopyridine (9.6 g, 50mmol) and 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane (10.0 g, 65mmol ) are added into ethylene glycol dimethyl ether (225 ml) and 2M aqueous sodium carbonate solution (75 ml), and forming a two-phase hybrid system. Under the nitrogen atmosphere, added the Tetrakis (triphenylphosphine) palladium (0) (2.9 g, 2.5mmol) to the mixture. Subsequently, the pressure bottle is sealed; the reaction is stirred at 84 ° C for 16 hours. The reaction mixture is diluted with 150 ml of water and 150 ml of ethyl acetate, by filtration removed the white solid. After separation of the two phases, the aqueous phase is extracted with 40 ml of ethyl acetate; the combined organic phases are dried over anhydrous magnesium sulfate, filtered, and concentrated to about 20 ml by steaming, after column chromatography obtained 2-chloro-5-vinylpyridine 5.7g, a colorless liquid, yield 81%.

References:

Suzhou Shiya Biological Technology Co., Ltd.;Zhao Liren;He Ming;Zhao Yimin;Chen Xuemei;Lin Yun;Wu Qiujuan CN104529881, 2017, B Location in patent:Paragraph 0013; 0027; 0028

23100-12-1 Synthesis