Ammonium Chloride → 2-(1H-Pyrrolo[2,3-b]pyridin-5-yl)-cyclopropanecarboxylic acid ethyl ester

HRID 269513Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 269513
[CH2:1]([O:3][C:4]([CH:6]1[CH2:8][CH:7]1[C:9]1[CH:10]=[C:11]2[CH:17]=[CH:16][N:15](S(C3C=CC(C)=CC=3)(=O)=O)[C:12]2=[N:13][CH:14]=1)=[O:5])[CH3:2].[O-]CC.[Na+].[Cl-].[NH4+]>C(O)C>[CH2:1]([O:3][C:4]([CH:6]1[CH2:8][CH:7]1[C:9]1[CH:10]=[C:11]2[CH:17]=[CH:16][NH:15][C:12]2=[N:13][CH:14]=1)=[O:5])[CH3:2]

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 2723922Sodium ethoxideHCID 59832219Cyclopropanecarboxylic acid, 2-[1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-5-yl]-, ethyl ester

Produkt 1

HCID 598323402-(1H-Pyrrolo[2,3-b]pyridin-5-yl)-cyclopropanecarboxylic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

2-[1-(Toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl ]-cyclopropanecarboxylic acid ethyl ester, (153 mg, 0.4 mmol), was added to 2 mL ethanol and sodium ethoxide solution, (˜2.68M, 300 μL, 0.8 mmol), was added. The mixture was heated to 70° C. for 3 hours. The mixture was cooled to rt and several mL sat. ammonium chloride solution were added. The mixture was extracted with dichloromethane and the organic layers evaporated affording 85 mg essentially pure 2-(1H-Pyrrolo[2,3-b]pyridin-5-yl)-cyclopropanecarboxylic acid ethyl ester, which was used without further purification. MS ES+231.1.

Aufarbeitung

  1. additionwas added
  2. temperatureThe mixture was cooled to rt
  3. extractionThe mixture was extracted with dichloromethane
  4. customthe organic layers evaporated

Quellen und Nachweise

ORD-Eintrag
ord-f9c82fe6526e45e8a75417aa92ac72f0
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07446199B2

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