Reaktion #969899

Reaktionsgleichung

HCl

acid

3-[(1,1-dioxido-2,3,4,5-tetrahydro-1,2,5-benzothiadiazepin-8-yl)oxy]benzoic acid

2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyl-uronium tetrafluoroborate

diisopropylethylamine

methylamine

THF

→

3-[(1,1-dioxido-2,3,4,5-tetrahydro-1,2,5-benzothiadiazepin-8-yl)oxy]-N-methylbenzamide

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate
2. 2
   Waschenwashed (saturated NaCl solution)
3. 3
   Trocknendried (MgSO4)
4. 4
   Filtrationfiltered
5. 5
   Sonstigeevaporated under reduced pressure
6. 6
   Sonstigeto yield
7. 7
   Sonstigeafter triturating the residue in a dichloromethane/methanol mixture
8. 8
   Filtrationfiltering

Vorschrift

The acid of Example 11 (0.66 mmol) is stirred overnight at ambient temperature in 50 ml of dichloromethane in the presence of 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyl-uronium tetrafluoroborate (0.80 mmol), diisopropylethylamine (0.80 mmol) and 2M methylamine solution in THF (1.32 mmol). The reaction mixture is then neutralised with 1N HCl solution, extracted with ethyl acetate, washed (saturated NaCl solution), dried (MgSO4), filtered and then evaporated under reduced pressure to yield, after triturating the residue in a dichloromethane/methanol mixture and filtering, the title product.

Quelle