Reaktion #3688

Reaktionsgleichung

α-chloro-N-[4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]benzeneacetamide

2-dimethylaminoethanethiol hydrochloride

triethylamine

1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone

→

beige solid

Ausbeute 93.1%

α-[[2-(Dimethylamino)ethyl]thio]-N-[4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]benzeneacetamide

Ausbeute 93.1%

Lösungsmittel

methyl alcohol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe methyl alcohol is evaporated
2. 2
   workup.ADDITIONthe residue diluted with water
3. 3
   FiltrationThe resulting suspension is filtered
4. 4
   Waschenthe precipitate washed with water
5. 5
   workup.DISSOLUTIONThe solid is dissolved in ethyl acetate
6. 6
   Waschenwashed with saturated NaHCO3, brine
7. 7
   Trocknendried with Na2SO4
8. 8
   FiltrationThe mixture is filtered
9. 9
   Sonstigethe filtrate evaporated in vacuo to a residue which

Vorschrift

A mixture of 0.14 g of α-chloro-N-[4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]benzeneacetamide, 0.47 g of 2-dimethylaminoethanethiol hydrochloride in 2 ml of methyl alcohol, 0.30 g of triethylamine and 3 ml of 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone is heated at 60° C. for 48 hours. The methyl alcohol is evaporated and the residue diluted with water. The resulting suspension is filtered and the precipitate washed with water. The solid is dissolved in ethyl acetate and washed with saturated NaHCO3, brine and dried with Na2SO4. The mixture is filtered and the filtrate evaporated in vacuo to a residue which is stirred with ether-hexane to give 0.15 g of beige solid. MS(CI): 525(M+H).

Quelle