Trifluoroacetic acid → 4-Bromo-1,2-dihydro-pyrrolo[3,4-c]pyridin-3-one

HRID 21339Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 21339
[Br:1][C:2]1[C:7]2[C:8](=[O:21])[N:9](C(C)(C3C=CC=CC=3)C)[CH:10](O)[C:6]=2[CH:5]=[CH:4][N:3]=1.FC(F)(F)C(O)=O.C([SiH](CC)CC)C>[N+](C)([O-])=O>[Br:1][C:2]1[C:7]2[C:8](=[O:21])[NH:9][CH2:10][C:6]=2[CH:5]=[CH:4][N:3]=1

Komponenten

5

Edukt 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 86628337HCID 86628337, Verbindung

Produkt 1

HCID 768481334-Bromo-1,2-dihydro-pyrrolo[3,4-c]pyridin-3-oneAusbeute 34 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6375NitromethaneLösungsmittel

Versuchsvorschrift

In a similar manner to Step 4 of Example 16, 4-bromo-1-hydroxy-2-(1-methyl-1-phenylethyl)-1,2-dihydropyrrolo[3,4-c]pyridine-3-one (239 mg, 0.688 mmol) was dissolved in nitromethane (12 mL), and the solution was treated with trifluoroacetic acid (1.17 mL, 15.1 mmol) and triethylsilane (0.440 mL, 2.75 mmol), followed by purification by preparative thin-layer chromatography (chloroform/methanol=15/1) to obtain 4-bromo-1,2-dihydropyrrolo[3,4-c]pyridine-3-one (49.1 mg, yield 34%).

Aufarbeitung

  1. customfollowed by purification by preparative thin-layer chromatography (chloroform/methanol=15/1)

Quellen und Nachweise

ORD-Eintrag
ord-1c154c18124c483081af4cb314070f73
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745641B2

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