Potassium Carbonate → Methyl 4-(3-tert.butylphenoxy)-6-dimethylamino-pyrimidin-5-yl-acetate

HRID 1078193

Reaktionsgleichung

Reaktionsgleichung von HRID 1078193
Cl[C:2]1[C:7]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[C:6]([N:13]([CH3:15])[CH3:14])[N:5]=[CH:4][N:3]=1.[C:16]([C:20]1[CH:21]=[C:22]([OH:26])[CH:23]=[CH:24][CH:25]=1)([CH3:19])([CH3:18])[CH3:17].C(=O)([O-])[O-].[K+].[K+].C1OCCOCCOCCOCCOCCOC1>CN(C)C=O.C(OCC)C>[C:16]([C:20]1[CH:21]=[C:22]([CH:23]=[CH:24][CH:25]=1)[O:26][C:2]1[C:7]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[C:6]([N:13]([CH3:15])[CH3:14])[N:5]=[CH:4][N:3]=1)([CH3:19])([CH3:17])[CH3:18]

Komponenten

7

Edukt 4

HCID 11430Potassium CarbonateHCID 11450Phenol, 3-(1,1-dimethylethyl)-HCID 2855718-Crown-6HCID 53722653Methyl 4-chloro-6-dimethylamino-pyrimidin-5-yl-acetate

Produkt 1

HCID 19069025Methyl 4-(3-tert.butylphenoxy)-6-dimethylamino-pyrimidin-5-yl-acetateAusbeute 87,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of methyl 4-chloro-6-dimethylamino-pyrimidin-5-yl-acetate (22.9 g, 100 mmol), 3-tert.butylphenol (15.0 g, 100 mmol), potassium carbonate (20.7 g, 150 mmol) and a catalytic amount of 18-crown-6 is heated in dimethylformamide (50 ml) at 130° C. for 6 hours. The reaction mixture is diluted with diethyl ether, washed with 2n NaOH and brine, dried (MgSO4) and evaporated to give methyl 4-(3-tert.butylphenoxy)-6-dimethylamino-pyrimidin-5-yl-acetate as a yellow oil (30 g).

Aufarbeitung

  1. washwashed with 2n NaOH and brine
  2. dry with materialdried (MgSO4)
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-32a0ab01eeaa4a49b09477d2f73c3cdd
Quelldatensatz
uspto-grants-1996_08
Patentnummer
US05547919

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