Potassium Carbonate → 1-{2-[(3-fluorophenyl)amino]-2-oxoethyl}-4-nitro-1H-pyrazole-3-carboxamide

HRID 639972Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 639972
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[CH:7]=1)=[O:4].[N+:13]([C:16]1[C:17]([C:21]([NH2:23])=[O:22])=[N:18][NH:19][CH:20]=1)([O-:15])=[O:14].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[F:12][C:8]1[CH:7]=[C:6]([NH:5][C:3](=[O:4])[CH2:2][N:19]2[CH:20]=[C:16]([N+:13]([O-:15])=[O:14])[C:17]([C:21]([NH2:23])=[O:22])=[N:18]2)[CH:11]=[CH:10][CH:9]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 23889312-chloro-N-(3-fluorophenyl)acetamideHCID 178513854HCID 178513854, Verbindung

Produkt 1

HCID 686400711-{2-[(3-fluorophenyl)amino]-2-oxoethyl}-4-nitro-1H-pyrazole-3-carboxamideAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 2-chloro-N-(3-fluorophenyl)acetamide (0.65 g, 3.46 mmol), 4-nitro-1H-pyrazole-3-carboxamide (0.54 g, 3.46 mmol) and potassium carbonate (0.57 g, 4.13 mmol) in dimethylformamide (10 ml) was stirred at room temperature for 48 hours. The mixture was evaporated and the residue partitioned between ethyl acetate and water. The organic phase was separated, washed, dried and then concentrated to yield 1-{2-[(3-fluorophenyl)amino]-2-oxoethyl}-4-nitro-1H-pyrazole-3-carboxamide (730 mg, 69% yield).

Aufarbeitung

  1. customThe mixture was evaporated
  2. customthe residue partitioned between ethyl acetate and water
  3. customThe organic phase was separated
  4. washwashed
  5. customdried
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-63d60955f06141bf81f005c351f3162d
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691867B2

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