Trifluoroacetic acid → Pyrrolo[3,2-c]pyridin-1-yl-acetic acid

HRID 651627Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 651627
C([O:5][C:6](=[O:17])[CH2:7][N:8]1[C:16]2[CH:15]=[CH:14][N:13]=[CH:12][C:11]=2[CH:10]=[CH:9]1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[N:8]1([CH2:7][C:6]([OH:17])=[O:5])[C:16]2[CH:15]=[CH:14][N:13]=[CH:12][C:11]=2[CH:10]=[CH:9]1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 54447290Pyrrolo[3,2-c]pyridin-1-yl-acetic acid tert-butyl ester

Produkt 1

HCID 18176302Pyrrolo[3,2-c]pyridin-1-yl-acetic acidAusbeute 150,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of pyrrolo[3,2-c]pyridin-1-yl-acetic acid tert-butyl ester (0.44 g, 1.89 mmol) in CH2Cl2 (10 mL) at 0° C. is added trifluoroacetic acid (1 mL). After 15 minutes, the solution is allowed to warm to room temperature and stirred for 18 hours. The reaction mixture is concentrated in vacuo and then azeotroped with toluene to give 0.5 g of the title compound as a residue (wet with excess TFA) which is used as is in the subsequent step

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. customazeotroped with toluene

Quellen und Nachweise

ORD-Eintrag
ord-70f83433f2d34839bb2a66a629b56a34
Quelldatensatz
uspto-grants-2001_08
Patentnummer
US06281227B1

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