4-Bromobenzoic acid → 4-bromo-N-cyclopropylbenzamide

HRID 1865858Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1865858
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][CH:3]=1.CN(C(ON1N=NC2[CH:22]=[CH:23][CH:24]=[N:25]C1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.C1(N)CC1>CN(C=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([NH:25][CH:24]2[CH2:22][CH2:23]2)=[O:8])=[CH:9][CH:10]=1

Komponenten

6

Edukt 4

HCID 114644-Bromobenzoic acidHCID 69828CyclopropylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Produkt 1

HCID 8829494-bromo-N-cyclopropylbenzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4-Bromo-benzoic acid (2.5116 g, 12.5 mmol) and HATU (5.2213 g, 13.7 mmol) were dissolved in DMF (40 mL). DIEA (4.572 mL, 26.2 mmol) was added, and the mixture was allowed to stir at ambient temperature for 15 minutes. Then cyclopropylamine (0.866 mL, 12.5 mmol) was added, and the reaction was stirred at ambient temperature overnight. The solvent was removed, and the crude was purified via silica gel chromatography to give the desired product.

Aufarbeitung

  1. stirringthe reaction was stirred at ambient temperature overnight
  2. customThe solvent was removed
  3. customthe crude was purified via silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-369d6c7334354de583302be9023cabc1
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07629340B2

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