Trifluoroacetic acid → 2-Methyl-4-pyridin-3-yl-2,7-diaza-spiro[4.5]decan-1-one

HRID 1036724Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1036724
C(OC([N:8]1[CH2:25][CH2:24][CH2:23][C:10]2([C:14](=[O:15])[N:13]([CH3:16])[CH2:12][CH:11]2[C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:16][N:13]1[CH2:12][CH:11]([C:17]2[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=2)[C:10]2([CH2:23][CH2:24][CH2:25][NH:8][CH2:9]2)[C:14]1=[O:15]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 71060602HCID 71060602, Verbindung

Produkt 1

HCID 710602182-Methyl-4-pyridin-3-yl-2,7-diaza-spiro[4.5]decan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of 2-Methyl-1-oxo-4-pyridin-3-yl-2,7-diaza-spiro[4.5]decane-7-carboxylic acid tert-butyl ester [from diastereomer 1] (200 mg, 0.58 mmol) in DCM (5 ml) was cooled with an ice bath and TFA (0.70 ml, 8.68 mmol) was added. The resulting solution was stirred for 3 h at 0° C. The reaction mixture was diluted with DCM (20 ml) and quenched at 0° C. with 2M NaOH solution (8 ml). The organic phase was separated, washed with brine (5 ml), dried (MgSO4) and concentrated in vacuo to afford the title compound as a yellow oil.

Aufarbeitung

  1. customquenched at 0° C. with 2M NaOH solution (8 ml)
  2. customThe organic phase was separated
  3. washwashed with brine (5 ml)
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3b8640776e5c4a5aac88dd18f1368ce6
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546416B2

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