Reaktion #3711

Reaktionsgleichung

n-butylsulfonyl chloride

10,11-dihydro-10-(4-amino-3-methoxybenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine

triethylamine

→

light yellow solid

Ausbeute 102.9%

10,11-Dihydro-10-[3-methoxy-4-[(butylsulfonyl)amino]benzoyl]-5H-pyrrolo[2,1-c][1,4]benzodiazepine

Ausbeute 102.9%

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction mixture is evaporated in vacuo to a residue which
2. 2
   workup.DISSOLUTIONis dissolved in methyl alcohol
3. 3
   workup.STIRRINGstirred for 1 hour
4. 4
   Sonstigeevaporated in vacuo to a residue which
5. 5
   workup.ADDITIONis treated with 2 ml of NH4Cl
6. 6
   Extraktionextracted with 15 ml of ethyl acetate
7. 7
   ExtraktionThe organic extract
8. 8
   Waschenis washed with saturated NaHCO3, brine
9. 9
   Trocknendried (Na2SO4)
10. 10
    Filtrationfiltered through hydrous magnesium silicate
11. 11
    Sonstigethe filtrate evaporated to a residue
12. 12
    workup.STIRRINGThe residue is stirred with ether-hexanes

Vorschrift

To a stirred solution of 0.10 g of 10,11-dihydro-10-(4-amino-3-methoxybenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine in 2 ml of methylene chloride is added 60 mg of triethylamine followed by a solution of 56 mg of n-butylsulfonyl chloride in 0.5 ml of methylene chloride. After stirring at room temperature for 2 hours, the reaction mixture is evaporated in vacuo to a residue which is dissolved in methyl alcohol, stirred for 1 hour and evaporated in vacuo to a residue which is treated with 2 ml of NH4Cl and extracted with 15 ml of ethyl acetate. The organic extract is washed with saturated NaHCO3, brine, dried (Na2SO4), filtered through hydrous magnesium silicate and the filtrate evaporated to a residue. The residue is stirred with ether-hexanes to give 0.14 g of light yellow solid. MS(CI): 454 (M+H).

Quelle