Hydrazine → 3-(4-Fluorophenyl)-1H-indazole-5-carbonitrile

HRID 1272753Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1272753
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]#[N:9])=[CH:4][C:3]=1[C:10]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)=O.O.[NH2:20][NH2:21].NN>O>[F:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]2[C:3]3[C:2](=[CH:7][CH:6]=[C:5]([C:8]#[N:9])[CH:4]=3)[NH:21][N:20]=2)=[CH:13][CH:14]=1

Komponenten

5

Edukt 3

HCID 9321HydrazineHCID 24654Hydrazine hydrate (1:1)HCID 224801564-Fluoro-3-(4-fluorobenzoyl)benzonitrile

Produkt 1

HCID 222606703-(4-Fluorophenyl)-1H-indazole-5-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a flask containing 4-fluoro-3-{(4-fluorophenyl)carbonyl}benzenecarbonitrile (4.2 g, 0.017 mmol) was added hydrazine monohydrate (15 mL) and anhydrous hydrazine (10 mL). In an addition flask the procedure was repeated. Both flasks were allowed to stir overnight exposed to the atmosphere. LCMS confirmed the reactions were complete. To the flasks were added an excess amount of water. The reactions were allowed to stir for two hours. The product of the reactions was collected via a fritted funnel by filtration and combined to yield the title compound. The product was allowed to dry under vacuum and taken on crude into the next step of the synthesis. 1H NMR (DMSO-d6) 8.7 (s, 1H), 8.1 (m, 2H), 7.7–7.8 (m, 2H), 7.3–7.4 (t, 2H), ES-MS m/z 238 [M+1]+.

Aufarbeitung

  1. customIn an addition flask the procedure was repeated
  2. customBoth flasks were allowed
  3. stirringto stir for two hours
  4. filtrationThe product of the reactions was collected via a fritted funnel by filtration

Quellen und Nachweise

ORD-Eintrag
ord-21bac9d86e864d31b34381e049b4cd20
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07208513B2

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