Downstream synthetic route of 78502-71-3

78502-71-3 Ethyl 2-(bromomethyl)thiazole-4-carboxylate 11043146, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78502-71-3,Ethyl 2-(bromomethyl)thiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

78502-71-3, To a solution of ethyl2-(bromomethyl)-1,3-thiazole- 4-carboxylate (19, 2.4 g, 9.7 mmol) in toluene (20 mL) triphenylphosphine (2.7 g,10 mmol) was added at room temperature, and the resulting mixture was stirred at 100 C for 3 h. The reactionmixture was cooled to room temperature, and the precipitate was collected by filtration, washed with hexanes, anddried to afford ((4-(ethoxycarbonyl)-1,3-thiazol-2-yl)methyl)(triphenyl)phosphonium bromide (31, 3.7 g, 74%) as abrown powder, which was used without further purification. To a mixture of compound 30 (2.2 g, 5.5 mmol) andcompound 31 (3.7 g, 7.2 mmol) in N,N-dimethylformamide (20 mL) was added sodium ethoxide (0.75 g, 11 mmol)at room temperature, and the resulting mixture was stirred at room temperature for 3 h. The reaction mixture waspartitioned between ethyl acetate and water. The organic layer was separated, washed with brine, dried over MgSO4,and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluting with a gradientof 10-50% ethyl acetate in hexanes) to afford the title compound 20a (1.8 g, 60%) as a pale yellow powder.

78502-71-3 Ethyl 2-(bromomethyl)thiazole-4-carboxylate 11043146, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Maezaki, Hironobu; Tawada, Michiko; Yamashita, Tohru; Banno, Yoshihiro; Miyamoto, Yasufumi; Yamamoto, Yoshio; Ikedo, Koji; Kosaka, Takuo; Tsubotani, Shigetoshi; Tani, Akiyoshi; Asakawa, Tomoko; Suzuki, Nobuhiro; Oi, Satoru; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3565 – 3571;,
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