Cesium carbonate → HCID 67131202, Verbindung

HRID 1890441Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1890441
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9](=[O:13])[NH:10]2)=[CH:5][CH:4]=1.[C:14]([O:18][C:19]([N:21]1[CH2:27][CH2:26][C:23]2([O:25][CH2:24]2)[CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15].C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[C:14]([O:18][C:19]([N:21]1[CH2:27][CH2:26][C:23]([OH:25])([CH2:24][N:10]2[C:11]3[C:6](=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:12]=3)[CH:7]=[CH:8][C:9]2=[O:13])[CH2:22]1)=[O:20])([CH3:17])([CH3:15])[CH3:16]

Komponenten

5

Edukt 3

HCID 10796Cesium carbonateHCID 299427567-Methoxy-1,2-dihydroquinolin-2-oneHCID 42609244tert-Butyl 1-oxa-5-azaspiro[2.4]heptane-5-carboxylate

Produkt 1

HCID 67131202HCID 67131202, VerbindungAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A solution of 7-methoxy-1H-quinolin-2-one (650 mg, 3.7 mmol) and 1-oxa-5-aza-spiro[2.4]heptane-5-carboxylic acid tert-butyl ester (1 eq., commercial) in DMF (10 mL) was treated with Cs2CO3 (1 eq.) and heated at 70° C. overnight. The mixture was partitioned between EA and water, the org. phase washed with water and brine, dried over MgSO4 and concentrated. The product was purified by CC (EA/Hept 1:1, EA) to give the desired intermediate as a yellowish oil (650 mg, 47% yield).

Aufarbeitung

  1. customThe mixture was partitioned between EA and water
  2. washphase washed with water and brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customThe product was purified by CC (EA/Hept 1:1, EA)

Quellen und Nachweise

ORD-Eintrag
ord-7578d55693fe4659bda49ccbec822be3
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08507478B2

Notizen zur Reaktion

Wird geladen…