N-[2-(5-fluoro-2-methyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-ylidene)ethyl]acetamide → N-[2-(5-fluoro-2-methyl-2,6,7,8-tetrahydrocyclopenta[e]indazol-8-yl)ethyl]acetamide

HRID 887821Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 887821
[F:1][C:2]1[C:3]2[CH2:14][CH2:13][C:12](=[CH:15][CH2:16][NH:17][C:18](=[O:20])[CH3:19])[C:4]=2[C:5]2[C:9]([CH:10]=1)=[N:8][N:7]([CH3:11])[CH:6]=2>CO.[C].[Pd]>[F:1][C:2]1[C:3]2[CH2:14][CH2:13][CH:12]([CH2:15][CH2:16][NH:17][C:18](=[O:20])[CH3:19])[C:4]=2[C:5]2[C:9]([CH:10]=1)=[N:8][N:7]([CH3:11])[CH:6]=2

Komponenten

4

Edukt 1

HCID 68701541N-[2-(5-fluoro-2-methyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-ylidene)ethyl]acetamide

Produkt 1

HCID 25025109N-[2-(5-fluoro-2-methyl-2,6,7,8-tetrahydrocyclopenta[e]indazol-8-yl)ethyl]acetamideAusbeute 77,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of N-[2-(5-fluoro-2-methyl-6,7-dihydrocyclopenta[e]indazol-8(2H)-ylidene)ethyl]acetamide (82.0 mg, 0.300 mmol) in methanol (3 mL) was added palladium-carbon powder (8.2 mg), and the mixture was stirred under a hydrogen atmosphere at room temperature for 32 hr. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate=0/100→5/95) to give the title compound (63.9 mg, yield 77%).

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate=0/100→5/95)

Quellen und Nachweise

ORD-Eintrag
ord-c0695d7dc85e490d809fccd393ee36f4
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08247429B2

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