Hydrochloric Acid → HCID 67113455, Verbindung

HRID 2088898Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2088898
C(O)(=O)CCC(O)=O.[F:9][C:10]([F:37])([F:36])[C:11]1[N:12]=[C:13]([CH:23]2[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][CH2:24]2)[N:14]([CH2:16][CH2:17][N:18]2[CH2:22][CH2:21][CH2:20][CH2:19]2)[CH:15]=1.Cl>CO>[F:37][C:10]([F:9])([F:36])[C:11]1[N:12]=[C:13]([CH:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[N:14]([CH2:16][CH2:17][N:18]2[CH2:22][CH2:21][CH2:20][CH2:19]2)[CH:15]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 67954408tert-Butyl 4-(4-(trifluoromethyl)-1-(2-pyrrolidin-1-ylethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate succinate

Produkt 1

HCID 67113455HCID 67113455, VerbindungAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Add tert-butyl 4-(4-(trifluoromethyl)-1-(2-pyrrolidin-1-ylethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate succinate (120 g, 224.48 mmol) in methanol (720 mL) to 37% aqueous hydrogen chloride (76.08 mL, 4 eq) at room temperature. Stir the solution at 50° C. Concentrate the reaction mixture. Add 500 mL water and wash with methyl tert-butyl ether (200 mL). Basify the aqueous solution with 6M aqueous sodium hydroxide at 0° C. Extract with ethyl acetate (4×200 mL). Dry the organics over anhydrous sodium sulfate and concentrate in vacuo to give the title compound (68 g, 96%). MS (ES) m/z=317 [M]+.

Aufarbeitung

  1. concentrationConcentrate the reaction mixture
  2. additionAdd 500 mL water
  3. washwash with methyl tert-butyl ether (200 mL)
  4. customat 0° C
  5. extractionExtract with ethyl acetate (4×200 mL)
  6. dry with materialDry the organics over anhydrous sodium sulfate
  7. concentrationconcentrate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b6fd0cc4aabe46ff9bc7fa299a2755f4
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08436002B2

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