Reaktion #79109

ord-16466fd53fde427f990b44b3d26336cd

Reaktionsgleichung

Nc1ncccc1C(=O)O
2-Amino nicotinic acid
NC=O
formamide
O=c1[nH]cnc2ncccc12
3H-pyrido[2,3-d]pyrimidin-4-one

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturUpon cooling a solid
  2. 2
    Sonstigeprecipitates
  3. 3
    FiltrationThe solid is filtered
  4. 4
    Waschenwashed with H2O
  5. 5
    Sonstigedried in a vacuum oven

Vorschrift

2-Amino nicotinic acid (15 g, 108.6 mmol) in formamide (35 mL) is heated to 165 −170° C. for 3.5 h. Upon cooling a solid precipitates. The solid is filtered and washed with H2O and dried in a vacuum oven to give 3H-pyrido[2,3-d]pyrimidin-4-one (7.87 g, 49.4). 1H NMR (DMSO) δ 12.50 (1H, s), 8.97 (1H, dd, J=1.9, 4.5 Hz), 8.53 (1H, dd, J=2.1, 7.9 Hz), 8.34 (1H, s), 7.57 (1H, dd, J=4.6, 8.0 Hz).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06713484B2uspto-grants-2004_03