O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → N-(3-Amino-2,4-dichloro-benzyl)-2-methyl-2-fluoro-propionamide

HRID 1189625Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1189625
[F:1][C:2]([CH3:7])([CH3:6])[C:3](O)=[O:4].[NH2:8][C:9]1[C:10]([Cl:18])=[C:11]([CH:14]=[CH:15][C:16]=1[Cl:17])[CH2:12][NH2:13].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>C1COCC1>[NH2:8][C:9]1[C:10]([Cl:18])=[C:11]([CH:14]=[CH:15][C:16]=1[Cl:17])[CH2:12][NH:13][C:3](=[O:4])[C:2]([CH3:7])([F:1])[CH3:6]

Komponenten

5

Edukt 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 27828282-Fluoro-2-methylpropanoic acidHCID 568399683-(Aminomethyl)-2,6-dichloroaniline

Produkt 1

HCID 67957110N-(3-Amino-2,4-dichloro-benzyl)-2-methyl-2-fluoro-propionamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 2-fluoroisobutyric acid (555 mg, 5.2 mmol), 3-amino-2,4-dichloro-benzylamine (1.00 g, 5.2 mmol), TBTU (1.85 g, 5.8 mmol), TEA (1.82 mL, 13 mmol) and THF is stirred at rt overnight. The mixture is concentrated, stirred with sat. aq NaHCO3-solution and the resulting precipitate is collected by filtration, washed with water and dried.

Aufarbeitung

  1. concentrationThe mixture is concentrated
  2. stirringstirred with sat. aq NaHCO3-solution
  3. filtrationthe resulting precipitate is collected by filtration
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f299b01f2c1343d79873e57443087ce6
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08674113B2

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