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Hydrochloric Acid → 1,2,3,4-Tetrahydro-6-methyl-4-(3-nitrophenyl)-2-oxo-3-(3-phenylpropyl)-5-pyrimidinecarboxylic acid, 1-methylethyl ester

HRID 1788751
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1788751
C[O:2][C:3]1[N:4](CCCC2C=CC=CC=2)[CH:5]([CH3:24])[C:6]([C:18]([O:20][CH:21]([CH3:23])[CH3:22])=[O:19])=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[CH:10]=2)[N:8]=1.Cl>CO>[CH3:24][C:5]1[NH:4][C:3](=[O:2])[N:8]([CH2:5][CH2:6][CH2:7][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:7]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[CH:10]=2)[C:6]=1[C:18]([O:20][CH:21]([CH3:23])[CH3:22])=[O:19]
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Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 572168171,6-Dihydro-2-methoxy-6-methyl-4-(3-nitrophenyl)-1-(3-phenylpropyl)-5-pyrimidinecarboxylic acid, 1-methylethyl ester

Produkt 1

HCID 138858631,2,3,4-Tetrahydro-6-methyl-4-(3-nitrophenyl)-2-oxo-3-(3-phenylpropyl)-5-pyrimidinecarboxylic acid, 1-methylethyl esterAusbeute 169,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 1,6-dihydro-2-methoxy-6-methyl-4-(3-nitrophenyl)-1-(3-phenylpropyl)-5-pyrimidinecarboxylic acid, 1-methylethyl ester (1.96 g. 4.34 mmoles) in methanol (20 ml) was treated with 2.5 N hydrochloric acid (5 ml) and the resulting mixture was allowed to stir at room temperature overnight. A colorless solid precipitated out. Methanol was evaporated and the residue was taken up in ethyl acetate. The solution was washed with water, sodium bicarbonate solution and brine. It was dried over anhydrous magnesium sulfate and evaporated. The residue was crystallized from dichloromethane/isopropyl ether to provide the title compound as a colorless solid (1.61 g), melting point 149.5-151.5° C.

Aufarbeitung

  1. customA colorless solid precipitated out
  2. customMethanol was evaporated
  3. washThe solution was washed with water, sodium bicarbonate solution and brine
  4. dry with materialIt was dried over anhydrous magnesium sulfate
  5. customevaporated
  6. customThe residue was crystallized from dichloromethane/isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-4b02aacf4a8944cd8a856d38eed02d31
Quelldatensatz
uspto-grants-1987_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04684655

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