تفاعل #1605835

ord-218fe1e14185492984f2870112c42049

معادلة التفاعل

O=C1CCc2ccc(OCCCCN3CCN(c4cccc(Cl)c4Cl)CC3)cc2N1
aripiprazole
O=C(Cl)N(Cc1ccccc1)Cc1ccccc1
dibenzylcarbamoyl chloride
CC1CCCO1
2-methyltetrahydrofuran
O=C(OC1=Nc2cc(OCCCCN3CCN(c4cccc(Cl)c4Cl)CC3)ccc2CC1)N(Cc1ccccc1)Cc1ccccc1
7-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butoxy)-3,4-dihydroquinolin-2-yl dibenzylcarbamate

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    درجة الحرارةat reflux for 4 days
  3. 3
    درجة الحرارةThe reaction mixture was cooled
  4. 4
    ترشيحfiltered through celite
  5. 5
    أخرىThe organic phase was separated
  6. 6
    تجفيفdried over MgSO4
  7. 7
    أخرىevaporated
  8. 8
    أخرىThe residue obtained
  9. 9
    أخرىwas further purified on silica eluting with ethyl acetate/tetrahydrofuran
  10. 10
    أخرىto give
  11. 11
    أخرىafter evaporation of the major product
  12. 12
    workup.ADDITIONcontaining fractions, Compound-80 (1.02 g)

الإجراء التجريبي

A mixture of aripiprazole (1.5 g, 3.3 mmol), dibenzylcarbamoyl chloride (1.74 g, 6.7 mmol) silver carbonate (3.75 g, 13.4 mmol) and 2-methyltetrahydrofuran (30 mL) was heated at reflux for 4 days. The reaction mixture was cooled, diluted with ethyl acetate and water, and then filtered through celite. The organic phase was separated, dried over MgSO4 and evaporated. The residue obtained was further purified on silica eluting with ethyl acetate/tetrahydrofuran to give after evaporation of the major product containing fractions, Compound-80 (1.02 g) was a yellow oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09072788B2uspto-grants-2015_07