Sodium hydride → HCID 66920434, Verbindung

HRID 1510061Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1510061
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:9])=[C:6]([OH:8])[CH:7]=1.[H-].[Na+].[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][N:22]([C:25]([C:27]2[C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[N:29]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:28]=2Cl)=[O:26])[CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:14])[CH3:13]>CN1C(=O)CCC1>[C:12]([O:16][C:17]([N:19]1[CH2:20][CH2:21][N:22]([C:25]([C:27]2[C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[N:29]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:28]=2[O:8][C:6]2[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=2[CH3:9])=[O:26])[CH2:23][CH2:24]1)=[O:18])([CH3:15])([CH3:13])[CH3:14]

Komponenten

5

Edukt 3

HCID 24758Sodium hydrideHCID 27746165-Fluoro-2-methylphenolHCID 45257316HCID 45257316, Verbindung

Produkt 1

HCID 66920434HCID 66920434, VerbindungAusbeute 38,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

To a solution of 5-fluoro-2-methylphenol (43.0 mg, 341 μmol) in NMP (1.5 ml) was added sodium hydride (15.0 mg, 375 μmol; 60% dispersion in mineral oil), and the suspension was stirred at room temperature under an argon atmosphere for 20 min. After addition of 50.0 mg (114 μmol) of the compound of step 1, the reaction mixture was stirred for 2 h at 150° C. in a microwave reactor. The mixture was filtered and purified by preparative HPLC. The eluate was lyophilized overnight to give 23 mg of the title compound.

Aufarbeitung

  1. stirringthe reaction mixture was stirred for 2 h at 150° C. in a microwave reactor
  2. filtrationThe mixture was filtered
  3. custompurified by preparative HPLC
  4. waitThe eluate was lyophilized overnight

Quellen und Nachweise

ORD-Eintrag
ord-e89affb05f7e4ff7a878970d5cf0928d
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08211885B2

Notizen zur Reaktion

Wird geladen…