تفاعل #487543

ord-58ee575fb1c44abf9b534308bd2b810c

معادلة التفاعل

FC(F)(F)COc1nc(Cl)nc(Cl)n1
2,4-dichloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazine
COC(=O)c1ccc(N)cc1OCCCCl
methyl 4-amino-2-(3-chloropropoxy)benzoate
COC(=O)c1ccc(Nc2nc(Cl)nc(OCC(F)(F)F)n2)cc1OCCCCl
methyl 4-(4-chloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)-2-(3-chloropropoxy)benzoate

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe organic layer was collected
  2. 2
    تجفيفdried over sodium sulfate
  3. 3
    تركيزconcentrated under vacuum
  4. 4
    أخرىThe crude product was purified by silica gel chromatography
  5. 5
    أخرىThe product fractions were collected
  6. 6
    تركيزconcentrated under vacuum

الإجراء التجريبي

To a solution of 2,4-dichloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazine (770 mg, 2.79 mmol) in THF (10 mL) was added methyl 4-amino-2-(3-chloropropoxy)benzoate (681 mg, 2.79 mmol) and Hunig'sBase (1.464 mL, 8.38 mmol). The resulting mixture was stirred for 16 h. The reaction was diluted with DCM and water. The organic layer was collected and dried over sodium sulfate, and concentrated under vacuum. The crude product was purified by silica gel chromatography using 20-40% EtOAc/Hexanes. The product fractions were collected and concentrated under vacuum to give methyl 4-(4-chloro-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)-2-(3-chloropropoxy)benzoate as a solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08741884B2uspto-grants-2014_06