Reaktion #7673

ord-f94205c2ea4a4c8380418be35042d758

Reaktionsgleichung

CCC(NC(=O)C1CC2C=CC1C2)c1nnc(C2CCCC2)[nH]c1=O
N-[1-(3-cyclopentyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]bicyclo[2.2.1]hept-5-ene-2-carboxamide
O=P(Cl)(Cl)Cl
phosphoric trichloride
→
CCc1nc(C2CC3C=CC2C3)n2nc(C3CCCC3)[nH]c(=O)c12
7-Bicyclo[2.2.1]hept-5-en-2-yl-2-cyclopentyl-5-ethylimidazo[5,1-f][1,2,4]triazin-4(3H)-one

Edukte

CCC(NC(=O)C1CC2C=CC1C2)c1nnc(C2CCCC2)[nH]c1=O
N-[1-(3-cyclopentyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]bicyclo[2.2.1]hept-5-ene-2-carboxamide
O=P(Cl)(Cl)Cl
phosphoric trichloride

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturat reflux for 4 hours
  2. 2
    SonstigeThe isomers are purified by chromatography (preparative HPLC)

Vorschrift

In analogy to the procedure for Example 1, 200 mg (0.58 mmol) crude N-[1-(3-cyclopentyl-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propyl]bicyclo[2.2.1]hept-5-ene-2-carboxamide, 165 mg (1.1 mmol) phosphoric trichloride are stirred at reflux for 4 hours, proportionate amounts of the solvents are used. The isomers are purified by chromatography (preparative HPLC).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07087605B2uspto-grants-2006_08