Dichloromethane → HCID 69351600, Verbindung

HRID 1005659Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1005659
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:22]=2[NH:21][CH:20]=[C:19]3[S:23]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)(=[O:25])=[O:24])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.[Cl:39]CCl>>[ClH:39].[C:26]1([S:23]([C:19]2[C:18]3[C:22](=[C:14]([N:11]4[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]4)[CH:15]=[CH:16][CH:17]=3)[NH:21][CH:20]=2)(=[O:24])=[O:25])[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Komponenten

4

Edukt 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 60108791HCID 60108791, Verbindung

Produkt 1

HCID 69351600HCID 69351600, Verbindung

Versuchsvorschrift

4-(3-Benzenesulfonyl-1H-indol-7-yl)-piperazine-1-carboxylic acid tert-butyl ester (1 g, 2.2 mmol) was dissolved in 5 mL of dichloromethane and 6 mL of trifluoroacetic acid was added. After 10 min the mixture was concentrated in vacuo, taken into water, and washed with ether. The aqueous layer was basified with ammonium hydroxide, extracted with dichloromethane, and the extract was dried (sodium sulfate) and evaporated to afford the crude free base. The hydrochloride salt was crystallized from ethanol to afford 550 mg of 3-benzenesulfonyl-7-piperazin-1-yl-1H-indole hydrochloride (101), m.p. 278-280° C.

Aufarbeitung

  1. concentrationAfter 10 min the mixture was concentrated in vacuo
  2. washwashed with ether
  3. extractionextracted with dichloromethane
  4. dry with materialthe extract was dried (sodium sulfate)
  5. customevaporated
  6. customto afford the crude free base
  7. customThe hydrochloride salt was crystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-5950f714b95e44fa824208c5b0834406
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06787535B2

Notizen zur Reaktion

Wird geladen…