Isopropyl Acetate → (6-Chloro-pyridin-3-yl)-(4-cyclobutyl-[1,4]diazepan-1-yl)-methanone

HRID 404547Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 404547
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:16][CH2:15][CH2:14][N:13]([CH:17]3[CH2:20][CH2:19][CH2:18]3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.C(O)(=O)[C@@H]([C@H](C(O)=O)O)O.C(OC(C)=O)(C)C.[OH-].[Na+]>>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:16][CH2:15][CH2:14][N:13]([CH:17]3[CH2:20][CH2:19][CH2:18]3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1

Komponenten

4

Edukt 3

HCID 7915Isopropyl AcetateHCID 14798Sodium HydroxideHCID 86661641(6-chloro-pyridin-3-yl)-(4-cyclobutyl-[1,4]diazepan-1-yl)-methanone L-tartaric acid

Produkt 1

HCID 58076653(6-Chloro-pyridin-3-yl)-(4-cyclobutyl-[1,4]diazepan-1-yl)-methanone

Versuchsvorschrift

A mixture of (6-chloro-pyridin-3-yl)-(4-cyclobutyl-[1,4]diazepan-1-yl)-methanone-L-tartaric acid (172 g, 386.9 mmol), iPrOAc (1.5 L), and 1 N NaOH(aq) (1.5 L) was thoroughly mixed and the resulting layers were separated. The aqueous layer was extracted with additional iPrOAc (1.5 L) and the combined organic layers were dried over magnesium sulfate. After filtration and concentration, (6-chloro-pyridin-3-yl)-(4-cyclobutyl-[1,4]diazepam-1-yl)-methanone was obtained as a yellow oil.

Aufarbeitung

  1. additionwas thoroughly mixed
  2. customthe resulting layers were separated
  3. extractionThe aqueous layer was extracted with additional iPrOAc (1.5 L)
  4. dry with materialthe combined organic layers were dried over magnesium sulfate
  5. filtrationAfter filtration and concentration
  6. custom(6-chloro-pyridin-3-yl)-(4-cyclobutyl-[1,4]diazepam-1-yl)-methanone was obtained as a yellow oil

Quellen und Nachweise

ORD-Eintrag
ord-f2618380e71d4719ae59d15897339bce
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748596B2

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