Water → N-{1-[(4-Methylpiperazin-1-yl)carbonyl]-5-[4-(trifluoromethoxy)phenyl]piperidin-3-yl}benzenecarboxamide

HRID 876315Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 876315
[F:1][C:2]([F:26])([F:25])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][NH:14][CH2:13][CH:12]([NH:16][C:17](=[O:24])[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:11]2)=[CH:6][CH:5]=1.[CH3:27][N:28]1[CH2:33][CH2:32][N:31]([C:34](Cl)=[O:35])[CH2:30][CH2:29]1.C(N(CC)CC)C.O>ClCCl>[CH3:27][N:28]1[CH2:33][CH2:32][N:31]([C:34]([N:14]2[CH2:15][CH:10]([C:7]3[CH:6]=[CH:5][C:4]([O:3][C:2]([F:1])([F:25])[F:26])=[CH:9][CH:8]=3)[CH2:11][CH:12]([NH:16][C:17]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[O:24])[CH2:13]2)=[O:35])[CH2:30][CH2:29]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 30169354-Methyl-1-piperazinecarbonyl chlorideHCID 66701272N-{5-[4-(trifluoromethoxy)phenyl]piperidin-3-yl}benzamide

Produkt 1

HCID 66761312N-{1-[(4-Methylpiperazin-1-yl)carbonyl]-5-[4-(trifluoromethoxy)phenyl]piperidin-3-yl}benzenecarboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

At 0° C., 100 mg (0.27 mmol) of N-{5-[4-(trifluoromethoxy)phenyl]piperidin-3-yl}benzamide were initially charged in 1.5 ml of dichloromethane, and 89 mg (0.55 mmol) of 4-methylpiperazine-1-carbonyl chloride and 58 μl (0.412 mmol) of triethylamine were added. The mixture was slowly warmed to RT overnight. Water was added, and the reaction mixture was extracted. The organic phase was dried over magnesium sulphate and concentrated under reduced pressure. The residue was then purified by preparative HPLC (Reprosil C18, water/acetonitrile gradient). Yield: 104 mg (77% of theory)

Aufarbeitung

  1. extractionthe reaction mixture was extracted
  2. dry with materialThe organic phase was dried over magnesium sulphate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was then purified by preparative HPLC (Reprosil C18, water/acetonitrile gradient)

Quellen und Nachweise

ORD-Eintrag
ord-1cabfb216ec04ea1acd54e5d828f0ac4
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08987248B2

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