反应 #1583816

ord-6de36ca9f3f64dcf995d7a78c74a89df

反应方程式

CCc1nc(-c2ccc(F)cc2)c(-c2ccnc(Cl)c2)s1
2-chloro-4-[2-ethyl-4-(4-fluorophenyl)-1,3-thiazol-5-yl]pyridine
NCc1ccccc1
benzylamine
CCc1nc(-c2ccc(F)cc2)c(-c2ccnc(NCc3ccccc3)c2)s1
N-Benzyl-4-[2-ethyl-4-(4-fluorophenyl)-1,3-thiazol-5-yl]pyridine-2-amine

反应条件

温度
180°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    浓缩the reaction mixture is concentrated under reduced pressure
  2. 2
    过滤the resulting precipitate is filtered off
  3. 3
    浓缩the filtrate is concentrated again
  4. 4
    其他The residue is then purified by column chromatography on silica gel (cyclohexane/ethyl acetate)

实验过程

With stirring, a mixture of 5.24 g (16.4 mmol) of 2-chloro-4-[2-ethyl-4-(4-fluorophenyl)-1,3-thiazol-5-yl]pyridine and 25 ml benzylamine is heated at 180° C. After 16 h, the reaction mixture is concentrated under reduced pressure, the residue is taken up in 100 ml of MTBE, the resulting precipitate is filtered off and the filtrate is concentrated again. The residue is then purified by column chromatography on silica gel (cyclohexane/ethyl acetate). This gives 4.75 g (88%) of the desired product; 1H-NMR(MeCN-d3) δ: 7.91 (d, 1H), 7.49 (m, 2H), 7.29 (m, 5H), 7.07 (m, 2H), 6.45 (d, 1H), 6.39 (s, 1H), 5.83 (br.s, 1H), 4.43 (d, 2H), 3.02 (q, 2H), 1.38 (t, 3H).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09198426B2uspto-grants-2015_12