تفاعل #159860

ord-c71cebf072604b6681de1c00a59ebdd7

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONSubsequently the reaction mixture was poured onto ice-cold water
  2. 2
    استخلاصextracted with ethyl acetate (25 ml)
  3. 3
    غسيلThe organic layer was washed with brine
  4. 4
    أخرىevaporated
  5. 5
    أخرىto give the crude material
  6. 6
    أخرىPurification
  7. 7
    غسيلby column chromatography (elution with 70% ethyl acetate in hexane)

الإجراء التجريبي

The solution of 3-[6-chloro-5-phenyl-2-(trifluoromethyl)pyrimidin-4-yl]benzenesulfonamide (0.1 g, 0.242 mmol) in pyridine (2 ml) was treated with 1-(5-nitropyridin-2-yl)piperazine (0.075 g, 0.363 mmol) and stirred for 11 hours. Subsequently the reaction mixture was poured onto ice-cold water and extracted with ethyl acetate (25 ml). The organic layer was washed with brine and evaporated to give the crude material. Purification by column chromatography (elution with 70% ethyl acetate in hexane) yielded the title compound. 1H-NMR (CDCl3) δ: 3.45-3.46 (m, 4H), 3.72 (m, 4H), 6.52-6.54 (d, 1H), 7.08-7.11 (d, 2H), 7.21-7.26 (m, 2H), 7.32-7.34 (d, 1H), 7.40-7.42 (d, 1H), 7.50 (m, 1H), 7.68 (s, 1H), 7.84-7.89 (m, 1H), 8.21-8.23 (d, 1H), 8.99 (s, 1H); MS m/z: 585.8 (M+).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08828999B2uspto-grants-2014_09