4-(5-Fluoro-1H-indol-3-YL)cyclohexanone → HCID 15549975, Verbindung

HRID 1250156Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1250156
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.[F:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][CH:21]=[C:20]2[CH:26]1[CH2:31][CH2:30][C:29](=O)[CH2:28][CH2:27]1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:15][CH2:14][CH2:13][N:12]([CH:29]2[CH2:28][CH2:27][CH:26]([C:20]3[C:19]4[C:23](=[CH:24][CH:25]=[C:17]([F:16])[CH:18]=4)[NH:22][CH:21]=3)[CH2:31][CH2:30]2)[CH2:11][CH2:10]1

Komponenten

3

Edukt 2

HCID 107046834-(5-Fluoro-1H-indol-3-YL)cyclohexanoneHCID 149548221-(2-Methoxyphenyl)-1,4-diazepane

Produkt 1

HCID 15549975HCID 15549975, VerbindungAusbeute 80 %

Versuchsvorschrift

1-(2-Methoxy-phenyl)-[1,4]diazepane (103 mg, 0.5 mmol), 4-(5-fluoro-1H-3-indolyl)-cyclohexanone (116 mg, 0.5 mmol) 5 mL 1,2-dichloroethane and 159 mg (0.75 mmol) of NaBH(OAc), were stirred at 23° C. in a 20 mL scintillation vial for 21 h. The reaction was quenched with 2 mL 1N NaOH, the vial capped, shaken and the organic layer (bottom layer) was removed with an automatic pipet. The organics were removed in a Speed Vac and pumped down overnight to afford 169 mg (0.4 mmol, an 80% yield) of the title compound as an off-white solid. MS (ES) m/z (relative intensity): 422 (M++H, 100).

Aufarbeitung

  1. customThe reaction was quenched with 2 mL 1N NaOH
  2. customthe organic layer (bottom layer) was removed with an automatic pipet
  3. customThe organics were removed in a Speed Vac
  4. customto afford 169 mg (0.4 mmol

Quellen und Nachweise

ORD-Eintrag
ord-d1322d2f84434f69926ac1869c26e5ec
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06337326B1

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