Réaction #218673

Équation de réaction

pyridine

2-isopropyl-4,9-dihydro-3-thia-1,4,9-triaza-benzo[f]azulene-10-thione

methyl triflate

(S)-2-(3-methoxy-propyl)-piperazine

→

title compound

(S)-10-[3-(3-Methoxy-propyl)-piperazin-1-yl]-2-isopropyl-4H-3-thia-1,4,9-triaza-benzo[f]azulene

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   AutreEvaporate the mixture uner reduced pressure
2. 2
   Températurereflux for 8 hours
3. 3
   ConcentrationConcentrate the reaction mixture under reduced pressure
4. 4
   workup.ADDITIONdilute the residue with ethyl acetata
5. 5
   LavageWash the organic with brine twice
6. 6
   Séchagedry over sodium sulfate
7. 7
   Filtrationfilter
8. 8
   Concentrationconcentrate under reduced pressure
9. 9
   Autreto give a residue
10. 10
    AutrePurify the residue by flash chromatography
11. 11
    Lavageeluting with 2M ammonia in methanol:dichloromethane (5:95)

Mode opératoire

Combine 2-isopropyl-4,9-dihydro-3-thia-1,4,9-triaza-benzo[f]azulene-10-thione (0.5 g, 1.816 mmol), methyl triflate (0.306 mL, 2.723 mmol) in dichloromethane (4 mL) and stir at ambient temperature for 2 hours. Evaporate the mixture uner reduced pressure and then combine the residue with (S)-2-(3-methoxy-propyl)-piperazine (0.287 g, 1.816 mmol) and pyridine (4 mL) and reflux for 8 hours. Concentrate the reaction mixture under reduced pressure and dilute the residue with ethyl acetata. Wash the organic with brine twice, dry over sodium sulfate, filter and concentrate under reduced pressure to give a residue. Purify the residue by flash chromatography, eluting with 2M ammonia in methanol:dichloromethane (5:95) to give the title compound: mass spectrum (m/e):400.03 (M+1).

Source