Potassium Carbonate → 4-(2-{4-[3-(3,4-dimethoxyphenyl)-4,4-dimethyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl]piperidin-1-yl}-2-oxoethyl)morpholine-3,5-dione

HRID 538696Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 538696
Cl[CH2:2][C:3]([N:5]1[CH2:10][CH2:9][CH:8]([N:11]2[C:15](=[O:16])[C:14]([CH3:18])([CH3:17])[C:13]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=3)=[N:12]2)[CH2:7][CH2:6]1)=[O:4].[NH:29]1[C:34](=[O:35])[CH2:33][O:32][CH2:31][C:30]1=[O:36].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:28][O:27][C:21]1[CH:20]=[C:19]([C:13]2[C:14]([CH3:18])([CH3:17])[C:15](=[O:16])[N:11]([CH:8]3[CH2:7][CH2:6][N:5]([C:3](=[O:4])[CH2:2][N:29]4[C:34](=[O:35])[CH2:33][O:32][CH2:31][C:30]4=[O:36])[CH2:10][CH2:9]3)[N:12]=2)[CH:24]=[CH:23][C:22]=1[O:25][CH3:26]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 364836Morpholine-3,5-dioneHCID 666166092-[1-(chloroacetyl)piperidin-4-yl]-5-(3,4-dimethoxyphenyl)-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one2×

Produkt 1

HCID 251158444-(2-{4-[3-(3,4-dimethoxyphenyl)-4,4-dimethyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl]piperidin-1-yl}-2-oxoethyl)morpholine-3,5-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

1.0 g 2-[1-(chloroacetyl)piperidin-4-yl]-5-(3,4-dimethoxyphenyl)-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one (compound A1), 0.5 g morpholine-3,5-dione and 1.0 g K2CO3 in 20 ml of DMF is heated for 17 h at 80-100° C. The DMF is removed in vacuo and the residue dissolved in 70 ml of DCM, washed four times with 30 ml of water and 20 ml of 0.5 M H2SO4. The DCM layer is dried over MgSO4 and concentrated in vacuo. The title product is crystallized from diethyl ether.

Aufarbeitung

  1. customThe DMF is removed in vacuo
  2. dissolutionthe residue dissolved in 70 ml of DCM
  3. washwashed four times with 30 ml of water and 20 ml of 0.5 M H2SO4
  4. dry with materialThe DCM layer is dried over MgSO4
  5. concentrationconcentrated in vacuo
  6. customThe title product is crystallized from diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-afa53fa540e14764851c141eebdbaf6c
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08865745B2

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