Reaktion #47915

ord-c5c8838fa6d540bc9becc3ac0dc4c426

Reaktionsgleichung

FC(F)(F)c1ccc(Nc2ncnc3c2CNCC3)cc1
(5,6,7,8-Tetrahydro-pyrido[4,3-d]pyrimidin-4-yl)-(4-trifluoromethylphenyl)amine
OB(O)c1ccccc1
phenylboronic acid
CCN(CC)CC
triethylamine
FC(F)(F)c1ccc(Nc2ncnc3c2CN(c2ccccc2)CC3)cc1
desired compound
Ausbeute 6.4%
FC(F)(F)c1ccc(Nc2ncnc3c2CN(c2ccccc2)CC3)cc1
N-(4-(Trifluoromethyl)phenyl)-5,6,7,8-tetrahydro-6-phenylpyrido[4,3-d]pyrimidin-4-amine
Ausbeute 6.4%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

The (5,6,7,8-Tetrahydro-pyrido[4,3-d]pyrimidin-4-yl)-(4-trifluoromethylphenyl)amine (100 mg, 0.34 mmol) was dissolved in anhydrous THF (2 mL). To the mixture was added phenylboronic acid (83 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 the vacuum. The residue was purified using a gradient of ethyl acetate:hexane (0-100%) to give the desired compound as reddish powder (8.0 mg, 6.0%).

Quelle

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