N-{6-Oxo-5-[(pyridin-3-yl)methyl]-1,6-dihydropyrimidin-2-yl}nitramide → 2-[2-(3,4-Dimethoxy-2-pyridylmethylthio)ethylamino]-5-(3-pyridylmethyl)-4-pyrimidone

HRID 1248317Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1248317
[CH3:1][O:2][C:3]1[C:4]([CH2:11][S:12][CH2:13][CH2:14][NH2:15])=[N:5][CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[N+](N[C:20]1[NH:25][C:24](=[O:26])[C:23]([CH2:27][C:28]2[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=2)=[CH:22][N:21]=1)([O-])=O>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[C:4]([CH2:11][S:12][CH2:13][CH2:14][NH:15][C:20]2[NH:25][C:24](=[O:26])[C:23]([CH2:27][C:28]3[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=3)=[CH:22][N:21]=2)=[N:5][CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Komponenten

4

Edukt 2

HCID 12788688N-{6-Oxo-5-[(pyridin-3-yl)methyl]-1,6-dihydropyrimidin-2-yl}nitramideHCID 202792822-(3,4-Dimethoxy-2-pyridylmethylthio)ethylamine

Produkt 1

HCID 202792852-[2-(3,4-Dimethoxy-2-pyridylmethylthio)ethylamino]-5-(3-pyridylmethyl)-4-pyrimidone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A mixture of 2-(3,4-dimethoxy-2-pyridylmethylthio)ethylamine (0.95 g, 4.16 mmol), 2-nitroamino-5-(3-pyridylmethyl)-4-pyrimidone (0.925 g, 3.74 mmol) and pyridine (3.5 ml) was heated under reflux for 24 hours and evaporated to dryness. The residue was purified by elution from silica gel with methanolchloroform (1:7) and recrystallisation from ethanol to give 2-[2-(3,4-dimethoxy-2-pyridylmethylthio)ethylamino]-5-(3-pyridylmethyl)-4-pyrimidone 121°-1.5°.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 24 hours
  3. customevaporated to dryness
  4. customThe residue was purified by elution from silica gel with methanolchloroform (1:7) and recrystallisation from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-7111d8bc662c47acba85dadff6670365
Quelldatensatz
uspto-grants-1985_06
Patentnummer
US04523015

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