Triethylamine → [(3SR,4RS)-3-[(RS)-1-(5-Chloro-pyridin-2-yloxy)-ethyl]-4-(3,4-dichloro-phenyl)-pyrrolidin-1-yl]-[4-(2-dimethylamino-ethyl)-piperazin-1-yl]-methanone

HRID 1158662

Reaktionsgleichung

Reaktionsgleichung von HRID 1158662
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][CH:9]([CH:11]2[CH:15]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([Cl:23])[CH:17]=3)[CH2:14][N:13]([C:24](Cl)=[O:25])[CH2:12]2)[CH3:10])=[N:6][CH:7]=1.CCN(CC)CC.[CH3:34][N:35]([CH3:44])[CH2:36][CH2:37][N:38]1[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]1>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][CH:9]([CH:11]2[CH:15]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([Cl:23])[CH:17]=3)[CH2:14][N:13]([C:24]([N:41]3[CH2:42][CH2:43][N:38]([CH2:37][CH2:36][N:35]([CH3:44])[CH3:34])[CH2:39][CH2:40]3)=[O:25])[CH2:12]2)[CH3:10])=[N:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 27362291-(2-(Dimethylamino)ethyl)piperazineHCID 866281803-[(RS)-1-(5-Chloro-pyridin-2-yloxy)-ethyl]-4-(3,4-dichloro-phenyl)-pyrrolidine-1-carbonyl chloride

Produkt 1

HCID 67327731[(3SR,4RS)-3-[(RS)-1-(5-Chloro-pyridin-2-yloxy)-ethyl]-4-(3,4-dichloro-phenyl)-pyrrolidin-1-yl]-[4-(2-dimethylamino-ethyl)-piperazin-1-yl]-methanoneAusbeute 35 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of (3SR,4RS)-3-[(RS)-1-(5-chloro-pyridin-2-yloxy)-ethyl]-4-(3,4-dichloro-phenyl)-pyrrolidine-1-carbonyl chloride (80 mg, 0.18 mmol) in CH2Cl2 (2 mL) were added Et3N (0.03 mL, 0.15 mmol) and dimethyl-(2-piperazin-1-yl-ethyl)-amine (0.035 mL) (commercially available). Stirring was continued overnight, and the reaction mixture was concentrated under vacuo and directly purified by flash chromatography (SiO2, CH2Cl2/MeOH/NH3, 9/4/1) to yield 36 mg (35%) the title compound as light yellow oil. ES-MS m/e: 553.8 (M+H+).

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated under vacuo
  2. customdirectly purified by flash chromatography (SiO2, CH2Cl2/MeOH/NH3, 9/4/1)

Quellen und Nachweise

ORD-Eintrag
ord-e99ac5328a014234997af5f7a7776a6f
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07812021B2

Verknüpfte Notizen

Wird geladen…