Reaktion #748302

Reaktionsgleichung

7-bromo-2-iodoquinazoline

triphenylphosphine

formic acid

→

7-bromoquinazoline

Ausbeute 51.1%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Einengenthe reaction mixture was concentrated
3. 3
   workup.DISSOLUTIONthe crude residue was dissolved in DCM
4. 4
   workup.ADDITIONmixed with SiO2
5. 5
   SonstigeThe solvent was evaporated
6. 6
   Sonstigethe residue was purified with flash column chromatography (pure DCM→3% MeOH in DCM)

Vorschrift

To a mixture of 7-bromo-2-iodoquinazoline (69 mg, 206 μmol), triphenylphosphine (5.4 mg, 21 μmol), and Pd(OAc)2 (3.2 mg, 14 μmol) in DMF (4.0 mL) was added TEA (72 μL, 515 μmol) and formic acid (9.5 μL, 247 μmol). The reaction mixture was stirred at 70° C. overnight. After cooling, the reaction mixture was concentrated, and the crude residue was dissolved in DCM and mixed with SiO2. The solvent was evaporated, and the residue was purified with flash column chromatography (pure DCM→3% MeOH in DCM) to obtain the desired product 7-bromoquinazoline (22 mg, 51%) as a white solid. LCMS (API-ES) m/z (%): 210.0 (100%, M++H).

Quelle