Water → HCID 57892436, Verbindung

HRID 1821096Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1821096
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:10]1[C:11]2[C:16]([N:17]=[C:18]3[C:23]=1[CH2:22][CH2:21][CH2:20][CH2:19]3)=[CH:15][C:14]([Cl:24])=[CH:13][CH:12]=2.[CH2:25]([O:32][C:33]1[CH:42]=[CH:41][C:40]2[C@@H:39]([NH2:43])[CH2:38][CH2:37][CH2:36][C:35]=2[N:34]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.O>CN(C)C=O>[CH2:25]([O:32][C:33]1[CH:42]=[CH:41][C:40]2[C@H:39]([NH:43][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:10]3[C:11]4[C:16]([N:17]=[C:18]5[C:23]=3[CH2:22][CH2:21][CH2:20][CH2:19]5)=[CH:15][C:14]([Cl:24])=[CH:13][CH:12]=4)[CH2:38][CH2:37][CH2:36][C:35]=2[N:34]=1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 9943023(S)-2-(Benzyloxy)-5,6,7,8-tetrahydroquinolin-5-amineHCID 11223585HCID 11223585, Verbindung

Produkt 1

HCID 57892436HCID 57892436, VerbindungAusbeute 33 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of (7-bromo-heptyl)-(6-chloro-1,2,3,4-tetrahydro-acridin-9-yl)-amine (180 mg, 0.43 mmoL) and (S)-2-benzyloxy-5,6,7,8-tetrahydro-quinolin-5-ylamine (108 mg, 0.43 mmoL) in dried N,N-dimethylformamide (2.1 ml) was heated up to 120 degree Celsius under nitrogen for 5 h. After cooling to room temperature, the reaction mixture was poured into icy water. The mixture was extracted with ethyl acetate. The combined ethyl acetate was dried, filtered and concentrated. The resulting crude product was purified by column chromatography on silica gel using hexane/ethyl acetate/triethyl amine (8/2/1) to give the desired product (80 mg, 0.14 mmoL) in 33% yield.

Aufarbeitung

  1. extractionThe mixture was extracted with ethyl acetate
  2. dry with materialThe combined ethyl acetate was dried
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe resulting crude product was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-2f5a716b1f4043868d8653f82d4b53df
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07605265B2

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