Water → 2-Bromo-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indol-1-yl)-benzonitrile

HRID 900455

Reaktionsgleichung

Reaktionsgleichung von HRID 900455
[CH3:1][C:2]1[C:10]2[C:9](=[O:11])[CH2:8][C:7]([CH3:13])([CH3:12])[CH2:6][C:5]=2[NH:4][CH:3]=1.[Br:14][C:15]1[CH:22]=[C:21](F)[CH:20]=[CH:19][C:16]=1[C:17]#[N:18].[H-].[Na+].O>CN(C)C=O>[Br:14][C:15]1[CH:22]=[C:21]([N:4]2[C:5]3[CH2:6][C:7]([CH3:13])([CH3:12])[CH2:8][C:9](=[O:11])[C:10]=3[C:2]([CH3:1])=[CH:3]2)[CH:20]=[CH:19][C:16]=1[C:17]#[N:18]

Komponenten

6

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 1189392-Bromo-4-fluorobenzonitrileHCID 248207983,6,6-trimethyl-6,7-dihydro-1H-indol-4(5H)-one

Produkt 1

HCID 118539082-Bromo-4-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-indol-1-yl)-benzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

The title compound of Example 1 (9.8 g, 55.3 mmol) and 2-bromo-4-fluorobenzonitrile (13.27 g, 66.4 mmol) were dissolved in anhydrous dimethylformamide (DMF, 300 mL). To this was added sodium hydride (95%, 2.79 g, 111 mmol) and the reaction was stirred at 55° C. for 1 hour. The reaction mixture was cooled to room temperature and water was added. A tan solid precipitated which was filtered, washed with water and ether and then dried in vacuo (16.5 g, 84%). LCMS m/z: (M+H)=358.1.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customA tan solid precipitated which
  3. filtrationwas filtered
  4. washwashed with water and ether
  5. customdried in vacuo (16.5 g, 84%)

Quellen und Nachweise

ORD-Eintrag
ord-ecb8ec65c2024ac48e4d67115038f919
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07358370B2

Verknüpfte Notizen

Wird geladen…