1,2-Dichloroethane → 4-(2-Methoxy-benzoylamino)-1H-pyrazole-3-carboxylic acid (4-fluoro-phenyl)-amide

HRID 1169895

Reaktionsgleichung

Reaktionsgleichung von HRID 1169895
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=O.[F:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20]([C:22]2[C:26]([NH2:27])=[CH:25][NH:24][N:23]=2)=[O:21])=[CH:15][CH:14]=1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C>[F:12][C:13]1[CH:14]=[CH:15][C:16]([NH:19][C:20]([C:22]2[C:26]([NH:27][C:5](=[O:7])[C:4]3[CH:8]=[CH:9][CH:10]=[CH:11][C:3]=3[O:2][CH3:1])=[CH:25][NH:24][N:23]=2)=[O:21])=[CH:17][CH:18]=1

Komponenten

6

Edukt 4

HCID 111,2-DichloroethaneHCID 113702-Methoxybenzoic acidHCID 757711-HydroxybenzotriazoleHCID 178508056HCID 178508056, Verbindung

Produkt 1

HCID 1784895554-(2-Methoxy-benzoylamino)-1H-pyrazole-3-carboxylic acid (4-fluoro-phenyl)-amideAusbeute 15 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2-Methoxy-benzoic acid (38 mg, 0.25 mmol) was added to a solution of 4-amino-1H-pyrazole-3-carboxylic acid (4-fluoro-phenyl)-amide (50 mg, 0.23 mmol), EDC (53 mg, 0.27 mmol), and HOBt (37 mg, 0.27 mmol) in DMF (5 ml). The reaction mixture was stirred at room temperature for 24 hours. The solvent was removed under reduced pressure. The residue was purified by preparative LC/MS and, after evaporation of product-containing fractions, yielded the product as a pinkish solid (12 mg, 15%). (LC/MS: Rt 4.00, [M+H]+ 354.67).

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. customThe residue was purified by preparative LC/MS
  3. customafter evaporation of product-containing fractions

Quellen und Nachweise

ORD-Eintrag
ord-96c61f4c92e847de97309737118a9c72
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07825140B2

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