Hydrochloric Acid → HCID 67368812, Verbindung

HRID 1890762Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1890762
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[N:12][C:11]([N:14]3[CH2:19][CH2:18][CH:17]([N:20](C)[C:21](=O)OC(C)(C)C)[CH2:16][CH2:15]3)=[C:10]([CH3:29])[C:9]=2[CH3:30])=[CH:4][CH:3]=1.Cl>O1CCOCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[N:12][C:11]([N:14]3[CH2:19][CH2:18][CH:17]([NH:20][CH3:21])[CH2:16][CH2:15]3)=[C:10]([CH3:29])[C:9]=2[CH3:30])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 58486414HCID 58486414, Verbindung

Produkt 1

HCID 67368812HCID 67368812, VerbindungAusbeute 99,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

Treat a solution of tert-butyl 1-(6-(4-fluorophenyl)-4,5-dimethylpyridazin-3-yl)piperidin-4-yl(methyl)carbamate (1.04 g, 2.51 mmol) in 1,4-dioxane (10 mL) with 4 M HCl in 1,4-dioxane (15.0 mL). Stir the resulting mixture at ambient temperature for 2 h. Concentrate the reaction mixture under reduced pressure. Dissolve the residue in MeOH, and pour onto an SCX column (Varian, 10 g). Rinse the column with MeOH and CH2Cl2, and elute the product with a 1:1 mixture of CH2Cl2 and 2 M NH3/MeOH. Concentrate under reduced pressure to afford the title compound as an off-white solid (784 mg, 99%). ES/MS m/z 315.2 (M+1).

Aufarbeitung

  1. concentrationConcentrate the reaction mixture under reduced pressure
  2. dissolutionDissolve the residue in MeOH
  3. additionpour onto an SCX column (Varian, 10 g)
  4. washRinse the column with MeOH and CH2Cl2
  5. washelute the product
  6. additionwith a 1:1 mixture of CH2Cl2 and 2 M NH3/MeOH
  7. concentrationConcentrate under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-30303adb12984eeaa089d9231cab2b76
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08507490B2

Notizen zur Reaktion

Wird geladen…