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ChemicalBook CAS DataBase List Pyrimidine, 2-chloro-5-ethenyl- (9CI)
131467-06-6

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

2synthesis methods
-

Yield:131467-06-6 92%

Reaction Conditions:

with tetrakis(triphenylphosphine) palladium(0) in N,N-dimethyl-formamide at 20 - 100; for 5 h;Sealed tube;Inert atmosphere;

Steps:

520.a 2-chloro-5-vinylpyrimidine

5-Bromo-2-chloropyrimidine (lOg, 51.81 mmol) and tributyl (vinyl) stannane (20g, 56.99 mmol) were taken in DMF (lOOmL) in a seal tube under argon atmosphere at room temperature. The argon gas was purged for 5-10 min. Then Tetrakis(triphenylphosphine)palladium(0) (lg, 0.86 mmol) was added and the resulting reaction mixture was purged with argon gas for 5 min before sealing the reaction vial. Then the reaction mixture was heated at 100 °C for 5h. After completion of the reaction by TLC, the reaction mixture was filtered through a Celite bed and the filtrate was evaporated under vacuum to get a crude residue. The crude residue was purified by column chromatography on silica gel to afford the desired title compound (7g, 92%); LCMS: m/z = 141.1 (M+H)+, 143 (M+

References:

WO2016/164703,2016,A1 Location in patent:Page/Page column 60