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Hydrochloric Acid → (3-amino-1H-indazol-5-yl)(3,5-difluorophenyl)Methanone

HRID 1186572
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1186572
[F:1][C:2]1[CH:3]=[C:4]([CH:16]=[C:17]([F:19])[CH:18]=1)[C:5]([C:7]1[CH:8]=[CH:9][C:10](F)=[C:11]([CH:14]=1)[C:12]#[N:13])=[O:6].O.[NH2:21][NH2:22].Cl>O1CCCC1>[NH2:13][C:12]1[C:11]2[C:10](=[CH:9][CH:8]=[C:7]([C:5]([C:4]3[CH:3]=[C:2]([F:1])[CH:18]=[C:17]([F:19])[CH:16]=3)=[O:6])[CH:14]=2)[NH:22][N:21]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 686714725-(3,5-Difluorobenzoyl)-2-fluorobenzonitrile

Produkt 1

HCID 68670985(3-amino-1H-indazol-5-yl)(3,5-difluorophenyl)Methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 5-(3,5-difluoro-benzoyl)-2-fluoro-benzonitrile (2.05 g, 7.84 mmol) and hydrazine hydrate (0.73 mL, 15.7 mmol) in dry tetrahydrofuran (100 mL) was stirred at room temperature for 2 hours. The reaction mixture was treated with 37% hydrochloric acid (1.3 mL, 15.7 mmol) for 30 min and then the volatiles were partially evaporated. The reaction mixture was then diluted with water (100 mL) and aqueous NH3 was added to reach neutral pH. The resulting solid was filtered, washed thoroughly with water and dried under vacuum at 60° C. The title compound was obtained as yellow solid (1.75 g, 80% yield).

Aufarbeitung

  1. customthe volatiles were partially evaporated
  2. additionThe reaction mixture was then diluted with water (100 mL) and aqueous NH3
  3. additionwas added
  4. filtrationThe resulting solid was filtered
  5. washwashed thoroughly with water
  6. customdried under vacuum at 60° C

Quellen und Nachweise

ORD-Eintrag
ord-8b0fe76161174221a9cd3d5f45dccd25
Quelldatensatz
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08673893B2

Notizen zur Reaktion

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