Ethyl chloroformate → HCID 131728153, Verbindung

HRID 13362

Reaktionsgleichung

Reaktionsgleichung von HRID 13362
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[NH2:7][C:8]1[N:13]=[CH:12][C:11]([O:14][C:15]2[C:16]([CH:30]3[CH2:34][CH2:33][CH2:32][N:31]3[C:35](=[O:37])[CH3:36])=[CH:17][C:18]3[NH:22][C:21]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=4)=[N:20][C:19]=3[CH:29]=2)=[CH:10][CH:9]=1>N1C=CC=CC=1>[CH2:5]([O:4][C:2](=[O:3])[NH:7][C:8]1[CH:9]=[CH:10][C:11]([O:14][C:15]2[C:16]([CH:30]3[CH2:34][CH2:33][CH2:32][N:31]3[C:35](=[O:37])[CH3:36])=[CH:17][C:18]3[NH:22][C:21]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=4)=[N:20][C:19]=3[CH:29]=2)=[CH:12][N:13]=1)[CH3:6]

Komponenten

4

Edukt 2

HCID 10928Ethyl chloroformateHCID 231453671-(2-(6-(6-amino-pyridin-3-yloxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone

Produkt 1

HCID 131728153HCID 131728153, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

0.003 ml of ethyl chloroformate was added to a pyridine (1 ml) solution of 14.4 mg of 1-(2-(6-(6-amino-pyridin-3-yloxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone obtained in Example 340 (step 1), and the reaction liquid was stirred at room temperature for 30 minutes. The reaction liquid was distilled under reduced pressure, and the resulting residue was dissolved in 1 ml of trifluoroacetic acid, and the reaction liquid was stirred at room temperature for 1 hour. The reaction liquid was distilled under reduced pressure, and the resulting residue was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid] and through silica gel column chromatography (developing solvent: chloroform/methanol=9/1) to obtain the entitled compound as a yellow oily substance.

Aufarbeitung

  1. customthe reaction liquid
  2. customThe reaction liquid
  3. distillationwas distilled under reduced pressure
  4. dissolutionthe resulting residue was dissolved in 1 ml of trifluoroacetic acid
  5. customthe reaction liquid
  6. stirringwas stirred at room temperature for 1 hour
  7. customThe reaction liquid
  8. distillationwas distilled under reduced pressure
  9. customthe resulting residue was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid] and through silica gel column chromatography (developing solvent: chloroform/methanol=9/1)
  10. customto obtain the entitled compound as a yellow oily substance

Quellen und Nachweise

ORD-Eintrag
ord-2a0180ebe4b145b8a883237ce4e9197a
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728025B2

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