تفاعل #9870

معادلة التفاعل

4-(2-Aminoethyl)benzene sulfonamide

3′-formyl-N-[2-(1-pyrrolidinyl)ethyl][1,1′-biphenyl]-3-carboxamide

→

3′-[{2-[4-(Aminosulfonyl)phenyl]ethyl}aminomethyl]-N-[2-(1-pyrrolidinyl)ethyl]-[1,1′-biphenyl]-3-carboxamide

المذيبات

methanol

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   ترشيحthe molecular sieves were filtered off
2. 2
   تركيزthe filtrate was concentrated under reduced pressure
3. 3
   workup.DISSOLUTIONThe residues were dissolved in a mixed solvent (100 ml) of methanol-THF (1:1), and sodium borohydride (0.89 g)
4. 4
   workup.ADDITIONwas added
5. 5
   workup.STIRRINGThe reaction mixture was stirred at room temperature for 5 hours
6. 6
   أخرىthe solvent was evaporated under reduced pressure
7. 7
   workup.ADDITIONThe residues were diluted with water
8. 8
   استخلاصextracted with ethyl acetate
9. 9
   غسيلThe extract was washed with brine
10. 10
    تجفيفdried over anhydrous magnesium sulfate
11. 11
    أخرىthe solvent was evaporated under reduced pressure
12. 12
    أخرىThe residues were crystallized from hexane, whereby the title compound (3.71 g)
13. 13
    أخرىwas obtained

الإجراء التجريبي

4-(2-Aminoethyl)benzene sulfonamide (2.37 g) and molecular sieves 3A (4.0 g) were added to a solution of 3′-formyl-N-[2-(1-pyrrolidinyl)ethyl][1,1′-biphenyl]-3-carboxamide (3.81 g) in methanol (50 ml), and the mixture was stirred at room temperature for 1.5 hours. After the reaction mixture was diluted with tetrahydrofuran (THF), the molecular sieves were filtered off, and the filtrate was concentrated under reduced pressure. The residues were dissolved in a mixed solvent (100 ml) of methanol-THF (1:1), and sodium borohydride (0.89 g) was added thereto. The reaction mixture was stirred at room temperature for 5 hours, and then the solvent was evaporated under reduced pressure. The residues were diluted with water and extracted with ethyl acetate. The extract was washed with brine and then dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residues were crystallized from hexane, whereby the title compound (3.71 g) was obtained.

المصدر