Reaktion #7515

ord-a61417b4a55b431fb3b5c4a7891ca0c1

Reaktionsgleichung

O
water
CCOC(=O)c1cnc(N2CCc3ccccc32)nc1Cl
ethyl 4-chloro-2-(2,3-dihydro-1H-indol-1-yl)-5-pyrimidinecarboxylate
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
NCc1ccc(F)cc1
4-fluorobenzylamine
CCOC(=O)c1cnc(N2CCc3ccccc32)nc1NCc1ccc(F)cc1
title compound
Ausbeute 81.2%
CCOC(=O)c1cnc(N2CCc3ccccc32)nc1NCc1ccc(F)cc1
ethyl 2-(2,3-dihydro-1H-indol-1-yl)-4-[(4-fluorobenzyl)amino]-5-pyrimidinecarboxylate
Ausbeute 81.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe mixture was heated
  2. 2
    Temperaturunder reflux for 18 h
  3. 3
    FiltrationThe precipitated crystals were collected by filtration
  4. 4
    Waschenwashed several times with cold water and cold ether
  5. 5
    Sonstigedried

Vorschrift

To a solution of ethyl 4-chloro-2-(2,3-dihydro-1H-indol-1-yl)-5-pyrimidinecarboxylate (607 mg, 2.0 mmol) in isopropanol (5 mL) were added sodium carbonate (424 mg, 4 mmol) and 4-fluorobenzylamine (313 mg, 4 mmol) and the mixture was heated under reflux for 18 h. The reaction mixture was allowed to cool to room temperature and water was added. The precipitated crystals were collected by filtration, washed several times with cold water and cold ether and dried to give the title compound (637 mg, 81%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07087597B1uspto-grants-2006_08