Potassium Carbonate → 2-[3,5-bis(trifluoromethyl)phenyl]-N-[6-(hexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl)-4-(2-methylphenyl)-3-pyridinyl]-N,2-dimethylpropanamide

HRID 421289Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 421289
[F:1][C:2]([F:35])([F:34])[C:3]1[CH:4]=[C:5]([C:13]([CH3:33])([CH3:32])[C:14]([N:16]([C:18]2[CH:19]=[N:20][C:21](Cl)=[CH:22][C:23]=2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[CH3:30])[CH3:17])=[O:15])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[CH2:36]1[CH:41]2[CH2:42][NH:43][CH2:44][CH2:45][N:40]2[CH2:39][CH2:38][O:37]1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.ClCCl>[F:1][C:2]([F:35])([F:34])[C:3]1[CH:4]=[C:5]([C:13]([CH3:33])([CH3:32])[C:14]([N:16]([C:18]2[CH:19]=[N:20][C:21]([N:43]3[CH2:44][CH2:45][N:40]4[CH:41]([CH2:36][O:37][CH2:38][CH2:39]4)[CH2:42]3)=[CH:22][C:23]=2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[CH3:30])[CH3:17])=[O:15])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 102295322-(3,5-bis(trifluoromethyl)phenyl)-N-(6-chloro-4-(o-tolyl)pyridin-3-yl)-N,2-dimethylpropanamideHCID 19777228Octahydropiperazino[2,1-c]morpholine

Produkt 1

HCID 160636152-[3,5-bis(trifluoromethyl)phenyl]-N-[6-(hexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl)-4-(2-methylphenyl)-3-pyridinyl]-N,2-dimethylpropanamideAusbeute 38,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 2-[3,5-bis(trifluoromethyl)phenyl]-N-[6-chloro-4-(2-methylphenyl)-3-pyridinyl]-N,2-dimethylpropanamide [WO 2002/16324A1] (200 mg, 0.388 mmol), octahydropyrazino[2,1-c][1,4]oxazine (EP472826, 111 mg, 0.776 mmol), and potassium carbonate (161 mg, 1.165 mmol) in 1 mL of DMSO was heated to 150° C. for 47 h. It was worked up by diluting with dichloromethane and extracting with brine. The organics were dried (Na2SO4), and the solvent removed. The product was purified by flash chromatography: silica, dichloromethane to dichloromethane: MeOH 95:5. Obtained 92 mg of the title compound.

Aufarbeitung

  1. extractionextracting with brine
  2. dry with materialThe organics were dried (Na2SO4)
  3. customthe solvent removed
  4. customThe product was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-3125e3087b494e1996c7bcf22fe595e3
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08097618B2

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