HCID 14625291, Verbindung → HCID 14517660, Verbindung

HRID 2352453Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2352453
[Cl:1][C:2]1[N:3]([C:11]2[CH:16]=[C:15]([N+:17]([O-])=O)[C:14]([O:20][CH2:21][C:22](OCCCC)=[O:23])=[CH:13][C:12]=2[F:29])[N:4]=[C:5]2[C:10]=1[CH2:9][CH2:8][CH2:7][CH2:6]2>C(O)(=O)C.[Fe]>[Cl:1][C:2]1[N:3]([C:11]2[C:12]([F:29])=[CH:13][C:14]3[O:20][CH2:21][C:22](=[O:23])[NH:17][C:15]=3[CH:16]=2)[N:4]=[C:5]2[C:10]=1[CH2:9][CH2:8][CH2:7][CH2:6]2

Komponenten

4

Edukt 1

HCID 14625291HCID 14625291, Verbindung

Produkt 1

HCID 14517660HCID 14517660, VerbindungAusbeute 82,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A suspension of 3-chloro-2-(2-fluoro-4-butyloxycarbonylmethoxy-5-nitrophenyl)-4,5,6,7-tetrahydro-2H-indazole (10 g) and iron powders (10 g) in acetic acid was refluxed for 5 hours. After completion of the reaction, the reaction mixture was filtered by the use of celite, and the filtrate was combined with water and extracted with ethyl acetate. The oragnic layer was concentrated, and the residue was purified by column chromatography using a mixture of hexane and ethyl acetate as an eluent to give 3-chloro-2-[7-fluoro-2H-1,4-benzoxazine-3(4H)-on-6-yl]-4,5,6,7-tetrahydro-2H-indazole (6.2 g). nD29.0 1.5628.

Aufarbeitung

  1. temperaturewas refluxed for 5 hours
  2. customAfter completion of the reaction
  3. filtrationthe reaction mixture was filtered by the use of celite
  4. extractionextracted with ethyl acetate
  5. concentrationThe oragnic layer was concentrated
  6. customthe residue was purified by column chromatography
  7. additiona mixture of hexane and ethyl acetate as an eluent

Quellen und Nachweise

ORD-Eintrag
ord-631a9f9bbfd746e4bb1f8c84f9e16a41
Quelldatensatz
uspto-grants-1989_10
Patentnummer
US04877444

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