1,2-Dichloroethane → (3S)-N-[4-(pyrrolidinylimino)phenyl]-2N-(4-chlorophenylaminocarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

HRID 1432548Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1432548
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([N:11]2[C@H:20]([C:21]([OH:23])=O)[CH2:19][C:18]3[C:13](=[CH:14][C:15]([O:26][CH3:27])=[C:16]([O:24][CH3:25])[CH:17]=3)[CH2:12]2)=[O:10])=[CH:4][CH:3]=1.[N:28]1([N:33]=[C:34]2[CH:39]=[CH:38][C:37]([NH2:40])=[CH:36][CH2:35]2)[CH2:32][CH2:31][CH2:30][CH2:29]1.C(Cl)CCl>CN(C=O)C.O>[N:28]1([N:33]=[C:34]2[CH:35]=[CH:36][C:37]([NH:40][C:21]([C@@H:20]3[CH2:19][C:18]4[C:13](=[CH:14][C:15]([O:26][CH3:27])=[C:16]([O:24][CH3:25])[CH:17]=4)[CH2:12][N:11]3[C:9]([NH:8][C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)=[O:10])=[O:23])=[CH:38][CH2:39]2)[CH2:29][CH2:30][CH2:31][CH2:32]1

Komponenten

6

Edukt 3

HCID 111,2-DichloroethaneHCID 686963124-(Pyrrolidinylimino)phenylamineHCID 86606520(3S)-2N-(4-chlorophenylaminocarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Produkt 1

HCID 86606521(3S)-N-[4-(pyrrolidinylimino)phenyl]-2N-(4-chlorophenylaminocarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxamideAusbeute 82,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of (3S)-2N-(4-chlorophenylaminocarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (100 mg, 0.26 mmol) and 4-(pyrrolidinylimino)phenylamine (97 mg, 0.51 mmol) in DMF (4 mL) and H2O (1 mL) at room temperature, EDC (196 mg, 1.02 mmol) was added. The mixture was stirred at room temperature for 2 h. It was concentrated in vacuo. The residue was purified by HPLC to give the titled compound as a powder (118 mg). MS 562.2 and 564.2 (M+H, Cl pattern).

Aufarbeitung

  1. concentrationIt was concentrated in vacuo
  2. customThe residue was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-82b7713fe07442d7987d62d57949f4d1
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07612089B2

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