Triethylamine → 1-(1-Methylpiperidin-4-yl)-4-((1-(3-(trifluoromethyl)phenylsulfonyl)piperidin-2-yl)methylsulfonyl)piperazine

HRID 1643470

Reaktionsgleichung

Reaktionsgleichung von HRID 1643470
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH2:4][CH2:3]1.C(N(CC)CC)C.[F:21][C:22]([F:44])([F:43])[C:23]1[CH:24]=[C:25]([S:29]([N:32]2[CH2:37][CH2:36][CH2:35][CH2:34][CH:33]2[CH2:38][S:39](Cl)(=[O:41])=[O:40])(=[O:31])=[O:30])[CH:26]=[CH:27][CH:28]=1>C(Cl)Cl>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([N:8]2[CH2:13][CH2:12][N:11]([S:39]([CH2:38][CH:33]3[CH2:34][CH2:35][CH2:36][CH2:37][N:32]3[S:29]([C:25]3[CH:26]=[CH:27][CH:28]=[C:23]([C:22]([F:44])([F:21])[F:43])[CH:24]=3)(=[O:31])=[O:30])(=[O:40])=[O:41])[CH2:10][CH2:9]2)[CH2:6][CH2:7]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 5663241-(1-Methyl-4-piperidinyl)piperazineHCID 59367748HCID 59367748, Verbindung

Produkt 1

HCID 462049761-(1-Methylpiperidin-4-yl)-4-((1-(3-(trifluoromethyl)phenylsulfonyl)piperidin-2-yl)methylsulfonyl)piperazineAusbeute 30 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

1-(1-Methyl-4-piperidinyl)piperazine (1.126 mmol) was dissolved in methylene chloride (7 ml), the solution was cooled in an ice bath and triethylamine (2.8 mmol) and (1-(3-(trifluoromethyl)phenylsulfonyl)piperidin-2-yl)methanesulfonic acid chloride (dissolved in methylene chloride (3 ml)) were added. The mixture was stirred for 16 h, during which it was allowed to warm slowly to room temperature. The reaction mixture was diluted with methylene chloride and washed with water and the organic phase was dried over sodium sulfate and concentrated in vacuo. The crude product was purified by column chromatography (silica gel) with methylene chloride/methanol (19:1). Yield: 30%. MS, Rt=2.4 min, m/z=553.0 [MH]+

Aufarbeitung

  1. temperaturethe solution was cooled in an ice bath
  2. washwashed with water
  3. dry with materialthe organic phase was dried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe crude product was purified by column chromatography (silica gel) with methylene chloride/methanol (19:1)

Quellen und Nachweise

ORD-Eintrag
ord-64b94bdc6da8478e9d722c226b99b3b0
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08119805B2

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