1-(2,5-Xylyl)piperazine → HCID 25027492, Verbindung

HRID 1864363

Reaktionsgleichung

Reaktionsgleichung von HRID 1864363
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([S:9]([N:12]2[CH2:16][CH:15]([C:17]([OH:19])=O)[N:14]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:13]2=[O:26])(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1.[CH3:27][C:28]1[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][C:29]=1[N:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.F[P-](F)(F)(F)(F)F.C(N(C(C)C)C(C)C)C>O1CCCC1>[CH3:27][C:28]1[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][C:29]=1[N:35]1[CH2:36][CH2:37][N:38]([C:17]([CH:15]2[CH2:16][N:12]([S:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=3)(=[O:11])=[O:10])[C:13](=[O:26])[N:14]2[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[O:19])[CH2:39][CH2:40]1

Komponenten

6

Edukt 4

HCID 705421-(2,5-Xylyl)piperazineHCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 67141122(RS)-1-(3-methoxy-benzenesulfonyl)-2-oxo-3-phenyl-imidazolidine-4-carboxylic acid

Produkt 1

HCID 25027492HCID 25027492, VerbindungAusbeute 111,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of (RS)-1-(3-methoxy-benzenesulfonyl)-2-oxo-3-phenyl-imidazolidine-4-carboxylic acid (0.040 g) in tetrahydrofuran (2 ml) were added 1-(2,5-dimethylphenyl)-piperazine (0.030 g), (benzotriazol-1-yloxy)-tris-(dimethylamino)-phosphonium-hexafluorophosphate (BOP reagent, 0.071 g) and N-ethyl-diisopropylamine (0.041 g). The mixture was stirred at room temperature for 4 h. The solvent was evaporated and the product was purified by chromatography (SiO2, cyclohexane/ethyl acetate 4:1=>1:1) to give (RS)-4-[4-(2,5-dimethyl-phenyl)-piperazine-1-carbonyl]-1-(3-methoxy-benzenesulfonyl)-3-phenyl-imidazolidin-2-one (0.065 g) as a colorless solid. MS: 549.0 ([M+H]+)

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe product was purified by chromatography (SiO2, cyclohexane/ethyl acetate 4:1=>1:1)

Quellen und Nachweise

ORD-Eintrag
ord-750c04ce3ecf4b1abac3bc9f73f772a1
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07625902B2

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