Reaktion #47918

ord-e68bec18c32d459c942382960dc28569

Reaktionsgleichung

FC(F)(F)c1ccc(Nc2ncnc3c2CNCC3)cc1
N-(4-(Trifluoromethyl)phenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine
Cc1ccc(B(O)O)cc1
p-tolylboronic acid
CCN(CC)CC
triethylamine
Cc1ccc(N2CCc3ncnc(Nc4ccc(C(F)(F)F)cc4)c3C2)cc1
desired compound
Ausbeute 10.0%
Cc1ccc(N2CCc3ncnc(Nc4ccc(C(F)(F)F)cc4)c3C2)cc1
N-(4-(Trifluoromethyl)phenyl)-5,6,7,8-tetrahydro-6-p-tolylpyrido[4,3-d]pyrimidin-4-amine
Ausbeute 10.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe solvent was removed under a vacuum
  2. 2
    SonstigeThe residue was purified

Vorschrift

N-(4-(Trifluoromethyl)phenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine (100 mg, 0.34 mmol) was dissolved in anhydrous THF (2 mL). To the mixture was added p-tolylboronic acid (92 mg, 0.68 mmol), Cu(OAc)2 (124 mg, 0.68 mmol) and triethylamine (0.68 g, 0.095 mL). The mixture was agitated for 6 h and the solvent was removed under a vacuum. The residue was purified using a gradient of ethyl acetate:hexane (0-100%) to give the desired compound as reddish powder (12.8 mg, 10%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07745451B2uspto-grants-2010_06