Reaction #2329078

Reaction equation

(R)-2-amino-7-(2-bromo-4-fluorophenyl)-4-methyl-7,8-dihydropyrido[4,3-d]pyrimidin-5(6H)-one

cesium carbonate

1,10-phenanthroline

cyclopentanol

→

(R)-2-amino-7-(2-(cyclopentyloxy)-4-fluorophenyl)-4-methyl-7,8-dihydropyrido[4,3-d]pyrimidin-5(6H)-one

Conditions

Workup

1. 1
   TemperatureAfter cooling to RT
2. 2
   Concentrationthe reactionmixture was concentrated
3. 3
   Otherpurified by reverse phase HPLC

Procedure

A microwave vial was charged with (R)-2-amino-7-(2-bromo-4-fluorophenyl)-4-methyl-7,8-dihydropyrido[4,3-d]pyrimidin-5(6H)-one, cesium carbonate (2 eq), copper (I) iodide (10 mol %), 1,10-phenanthroline (20 mol %), and cyclopentanol. The reaction mixture was heated with microwave irradiation to a temperature of 180° C. for 20 min. After cooling to RT, the reactionmixture was concentrated and purified by reverse phase HPLC to afford (R)-2-amino-7-(2-(cyclopentyloxy)-4-fluorophenyl)-4-methyl-7,8-dihydropyrido[4,3-d]pyrimidin-5(6H)-one (m/z=357 (M+H)).

Source