반응 #1583816

ord-6de36ca9f3f64dcf995d7a78c74a89df

반응 방정식

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

반응 조건

온도
180°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09198426B2uspto-grants-2015_12