1-[2-Nitro-4-(trifluoromethyl)phenyl]piperazine → N-(6-chloro-2-phenylpyrimidin-4-yl)-2-[4-(4-trifluromethyl-2-nitrophenyl)piperazin-1-yl]acetamide

HRID 895477

Reaktionsgleichung

Reaktionsgleichung von HRID 895477
Br[CH2:2][C:3]([NH:5][C:6]1[CH:11]=[C:10]([Cl:12])[N:9]=[C:8]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:7]=1)=[O:4].[F:19][C:20]([F:37])([F:36])[C:21]1[CH:26]=[CH:25][C:24]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[C:23]([N+:33]([O-:35])=[O:34])[CH:22]=1>C(#N)C>[Cl:12][C:10]1[N:9]=[C:8]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:7]=[C:6]([NH:5][C:3](=[O:4])[CH2:2][N:30]2[CH2:31][CH2:32][N:27]([C:24]3[CH:25]=[CH:26][C:21]([C:20]([F:37])([F:19])[F:36])=[CH:22][C:23]=3[N+:33]([O-:35])=[O:34])[CH2:28][CH2:29]2)[CH:11]=1

Komponenten

4

Edukt 2

HCID 27714071-[2-Nitro-4-(trifluoromethyl)phenyl]piperazineHCID 223791512-bromo-N-(6-chloro-2-phenylpyrimidin-4-yl)acetamide

Produkt 1

HCID 22378662N-(6-chloro-2-phenylpyrimidin-4-yl)-2-[4-(4-trifluromethyl-2-nitrophenyl)piperazin-1-yl]acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

2-Bromo-N-(6-chloro-2-phenylpyrimidin-4-yl)acetamide (100 mg) was dissolved in acetonitrile (5 ml) and (4-trifluromethyl-2-nitrophenyl)piperazine (253 mg) added. The solution was stirred overnight at room temperature. After this time the solvent was removed in vacuo. Purification by flash chromatography on silica gel eluting with a mixture of dichloromethane and methanol (98:2, then 93:7 v/v) afforded the title compound. m/z (ES+) 521 (MH)+

Aufarbeitung

  1. customAfter this time the solvent was removed in vacuo
  2. customPurification by flash chromatography on silica gel eluting
  3. additionwith a mixture of dichloromethane and methanol (98:2

Quellen und Nachweise

ORD-Eintrag
ord-a1e9d3f19e4d4db99ecc74a10676cf3e
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06916804B2

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