Triethylamine → {(3SR,4RS)-3-(3,4-Dichloro-phenyl)-4-[(SR)-1-(5-trifluoromethyl-pyridin-2-yloxy)-ethyl]-pyrrolidin-1-yl}-(2-oxa-5-aza-bicyclo[2.2.1]hept-5-yl)-methanone

HRID 1158670Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1158670
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH:13]([CH:14]([O:16][C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][N:18]=3)[CH3:15])[CH2:12][N:11]([C:27](Cl)=[O:28])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].CCN(CC)CC.[CH:37]12[CH2:43][CH:40]([NH:41][CH2:42]1)[CH2:39][O:38]2>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH:13]([CH:14]([O:16][C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:24])([F:25])[F:26])=[CH:19][N:18]=3)[CH3:15])[CH2:12][N:11]([C:27]([N:41]3[CH2:42][CH:37]4[CH2:43][CH:40]3[CH2:39][O:38]4)=[O:28])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 36145512-Oxa-5-azabicyclo(2.2.1)heptaneHCID 86628182(3SR,4RS)-3-(3,4-Dichloro-phenyl)-4-[(SR)-1-(5-trifluoromethyl-pyridin-2-yloxy)-ethyl]-pyrrolidine-1-carbonyl chloride

Produkt 1

HCID 67327327{(3SR,4RS)-3-(3,4-Dichloro-phenyl)-4-[(SR)-1-(5-trifluoromethyl-pyridin-2-yloxy)-ethyl]-pyrrolidin-1-yl}-(2-oxa-5-aza-bicyclo[2.2.1]hept-5-yl)-methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of (3SR,4RS)-3-(3,4-dichloro-phenyl)-4-[(SR)-1-(5-trifluoromethyl-pyridin-2-yloxy)-ethyl]-pyrrolidine-1-carbonyl chloride (30 mg, 0.064 mmol) in CH2Cl2 (3 mL) were added Et3N (0.015 mL, 0.11 mmol) and 2-Oxa-5-aza-bicyclo[2.2.1]heptane (commercially available) (7 mg, 0.070 mmol). Stirring was continued overnight, and the reaction mixture was concentrated under vacuo and directly purified by flash chromatography (SiO2, EtOAc) to yield 27 mg the title compound as a white solid. ES-MS m/e: 530.1 (M+H+).

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated under vacuo
  2. customdirectly purified by flash chromatography (SiO2, EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-5d435f4902d8405b861cc404c9b37c2d
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07812021B2

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