反応 #1583816

ord-6de36ca9f3f64dcf995d7a78c74a89df

反応方程式

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

反応条件

温度
180°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

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

実験手順

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).

出典

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