Ammonium Hydroxide → HCID 57377694, Verbindung

HRID 1258930Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1258930
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([C:13]2[N:14]=[CH:15][N:16]([C:18]3[CH:26]=[CH:25][C:21]([C:22]([OH:24])=O)=[CH:20][N:19]=3)[CH:17]=2)=[C:11]([CH3:27])[N:10]=[N:9]1.C1N=C[N:30](C(N2C=NC=C2)=O)C=1.[OH-].[NH4+]>CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]([C:13]2[N:14]=[CH:15][N:16]([C:18]3[CH:26]=[CH:25][C:21]([C:22]([NH2:30])=[O:24])=[CH:20][N:19]=3)[CH:17]=2)=[C:11]([CH3:27])[N:10]=[N:9]1

Komponenten

5

Edukt 3

HCID 14923Ammonium HydroxideHCID 682631,1'-CarbonyldiimidazoleHCID 679551606-(4-(1-(2-Fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)-1H-imidazol-1-yl)nicotinic acid

Produkt 1

HCID 57377694HCID 57377694, VerbindungAusbeute 78,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of 6-(4-(1-(2-fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)-1H-imidazol-1-yl)nicotinic acid (74 mg, 0.203 mmol) in DMF (3 mL) was added CDI (40 mg, 0.244 mmol) and the resulting mixture stirred at 60° C. for 1 h. After cooling to room temperature ammonium hydroxide (320 μL, 2.03 mmol) was added and reaction mixture was stirred for 30 min and then evaporated. Purification by chromatography (reverse phase HPLC) afforded the title compound (58 mg, 74%) as a white solid. MS: m/e=364.1 [M+H]+.

Aufarbeitung

  1. additionwas added
  2. customreaction mixture
  3. stirringwas stirred for 30 min
  4. customevaporated
  5. customPurification by chromatography (reverse phase HPLC)

Quellen und Nachweise

ORD-Eintrag
ord-0bfa86572878418fa57c2782cb617027
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466181B2

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