1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 10194471, Verbindung

HRID 1376140

Reaktionsgleichung

Reaktionsgleichung von HRID 1376140
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([OH:13])=O)=[CH:5]2.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.[NH2:35][CH:36]1[CH2:45][C:44]2[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=2)[N:38]([CH2:46][C:47]([O:49][CH3:50])=[O:48])[C:37]1=[O:51]>O.C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([NH:35][CH:36]1[CH2:45][C:44]3[C:39](=[CH:40][CH:41]=[CH:42][CH:43]=3)[N:38]([CH2:46][C:47]([O:49][CH3:50])=[O:48])[C:37]1=[O:51])=[O:13])=[CH:5]2

Komponenten

7

Edukt 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 826935-Chloro-1H-indole-2-carboxylic acidHCID 21974597Methyl (3-amino-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate

Produkt 1

HCID 10194471HCID 10194471, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

5-Chloro-1H-indole-2-carboxylic acid (493 mg, 2.52 mmol), HOBT (340 mg, 2.52 mmol), DCM (100 mL) and finally EDCI (483 mg, 2.52 mmol) were added to methyl 2-(3-amino-2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetate (Method 1; 590 mg, 2.52 mmol) and the reaction was stirred for 18 h. The reaction was then diluted with water (50 mL) and stirred vigorously for 30 min. The resultant precipitate was filtered and washed with Et2O (2×20 mL). After filtration the resultant solid was then triturated with refluxing Et2O (25 mL) and after cooling the title compound (608 mg, 59%) was collected again by filtration as a white solid.

Aufarbeitung

  1. stirringstirred vigorously for 30 min
  2. filtrationThe resultant precipitate was filtered
  3. washwashed with Et2O (2×20 mL)
  4. filtrationAfter filtration the resultant solid
  5. customwas then triturated with refluxing Et2O (25 mL)
  6. temperatureafter cooling the title compound (608 mg, 59%)
  7. filtrationwas collected again by filtration as a white solid

Quellen und Nachweise

ORD-Eintrag
ord-b0d586f9bdae4d878555e219d8b95831
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07169927B2

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