Réaction #2383795

Équation de réaction

sodium iodide

N-(2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-2-thiophenecarboximidamide

potassium carbonate

1-bromopropane

DMF

→

N-(4-Propyl-2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-2-thiophenecarboximidamide hemifumarate

Conditions de réaction

Traitement

1. 1
   Filtrationwas then filtered
2. 2
   workup.DISSOLUTIONThe solids were dissolved in water (50 ml)
3. 3
   Extractionextracted with methylene chloride (3×50 ml)
4. 4
   SéchageThe combined extracts were dried with magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Concentrationconcentrated to a solid
7. 7
   AutreThe solids were recrystallized from hot isopropanol
8. 8
   workup.DISSOLUTIONThe solids were dissolved in ethyl acetate
9. 9
   workup.ADDITIONtreated with isopropanol-fumaric acid
10. 10
    Autretriturated with ether
11. 11
    FiltrationThe hemifumarate salt was collected by filtration (0.86 g, 39%), m.p. 174° C.

Mode opératoire

To N-(2,3,4,5-tetrahydro-1,4-benzoxazepin-7-yl)-2-thiophenecarboximidamide (1.57 g, 6 mmol) in DMF (75 ml) was added potassium carbonate (9 g) and 1-bromopropane (1.48 g, 12 mmol) and a catalytic amount of sodium iodide. The mixture was stirred for 48 h and was then filtered. The solids were dissolved in water (50 ml) and extracted with methylene chloride (3×50 ml). The combined extracts were dried with magnesium sulfate, filtered and concentrated to a solid. The solids were recrystallized from hot isopropanol. The solids were dissolved in ethyl acetate, treated with isopropanol-fumaric acid, and triturated with ether. The hemifumarate salt was collected by filtration (0.86 g, 39%), m.p. 174° C.

Source