Hydrochloric Acid → HCID 67112088, Verbindung

HRID 2088939Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2088939
[CH2:1]([C:3]1[N:4]=[C:5]([CH:15]2[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]2)[N:6]([CH2:8][CH2:9][N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:7]=1)[CH3:2].P(=O)(O)(O)O.Cl.[OH-].[Na+]>ClCCl.O>[CH2:1]([C:3]1[N:4]=[C:5]([CH:15]2[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)[N:6]([CH2:8][CH2:9][N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:7]=1)[CH3:2]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 1004Phosphoric AcidHCID 14798Sodium HydroxideHCID 67954430tert-butyl 4-(4-ethyl-1-(2-(pyrrolidin-1-yl)ethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate

Produkt 1

HCID 67112088HCID 67112088, VerbindungAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Combine tert-butyl 4-(4-ethyl-1-(2-(pyrrolidin-1-yl)ethyl)-1H-imidazol-2-yl)piperidine-1-carboxylate; phosphoric acid (18.27 g, 38.50 mmol) and water (9.1 mL). Add 12 M hydrochloric acid in water (9.63 mL, 3.0 eq) dropwise and stir at room temperature. After one hour, adjust the pH of the reaction mixture with 2 M aqueous sodium hydroxide to 10. Dilute with dichloromethane. Separate the layers. Wash the aqueous phase with dichloromethane. Wash the organics with aqueous saturated sodium chloride. Dry the organics over anhydrous magnesium sulfate, filter, and concentrate in vacuo to give 4-(4-ethyl-1-(2-(pyrrolidin-1-yl)ethyl)-1H-imidazol-2-yl)piperidine (7.70 g, 72%). MS (ES) m/z=277 [M]+.

Aufarbeitung

  1. customSeparate the layers
  2. washWash the aqueous phase with dichloromethane
  3. washWash the organics with aqueous saturated sodium chloride
  4. dry with materialDry the organics over anhydrous magnesium sulfate
  5. filtrationfilter
  6. concentrationconcentrate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7100c854b7c94b55b5a3587da813d4b7
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08436002B2

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