Hydrochloric Acid → HCID 59292898, Verbindung

HRID 2391855Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2391855
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][N:15]2[CH2:20][CH2:19][N:18]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=3)[CH2:17][C:16]2([CH3:31])[CH3:30])=[CH:10][N:9]=1)(C)(C)C.Cl>O1CCOCC1.CO>[CH3:29][O:28][C:25]1[CH:24]=[CH:23][C:22]([CH2:21][N:18]2[CH2:19][CH2:20][N:15]([CH2:14][C:11]3[CH:12]=[CH:13][C:8]([NH2:7])=[N:9][CH:10]=3)[C:16]([CH3:31])([CH3:30])[CH2:17]2)=[CH:27][CH:26]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 66914558{5-[4-(4-Methoxy-benzyl)-2,2-dimethyl-piperazin-1-ylmethyl]-pyridin-2-yl}-carbamic acid tert-butyl ester

Produkt 1

HCID 59292898HCID 59292898, VerbindungAusbeute 102,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of {5-[4-(4-methoxy-benzyl)-2,2-dimethyl-piperazin-1-ylmethyl]-pyridin-2-yl}-carbamic acid tert-butyl ester (Step 109.2) (1.88 g, 4.3 mmol), a 4 N solution of HCl in dioxane (25 mL) and MeOH (25 mL) was stirred for 22 h at rt. The reaction mixture was allowed to cool, quenched by addition of a saturated aqueous solution of NaHCO3 and extracted with DCM. The organic layer was washed with a saturated aqueous solution of NaHCO3, dried (Na2SO4), filtered and concentrated to provide 1.5 g of the title compound as a brown solid: ESI-MS: 341.3 [M+H]+;]+; tR=1.72 min (System 1).

Aufarbeitung

  1. temperatureto cool
  2. customquenched by addition of a saturated aqueous solution of NaHCO3
  3. extractionextracted with DCM
  4. washThe organic layer was washed with a saturated aqueous solution of NaHCO3
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9cd4681c10634354baa47fed508b06ae
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08273882B2

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