تفاعل #75479

معادلة التفاعل

3-dimethylamino-1-(2,4-dimethyl-thiazol-5-yl)-propenone

N-(4-fluoro-phenyl)-guanidine nitrate

NaOH

→

title compound

المردود 89.6%

{4-(2,4-Dimethyl-thiazol-5-yl)-pyrimidin-2-yl}-(4-fluoro-phenyl)-amine

المردود 89.6%

المذيبات

2-methoxyethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was refluxed under N2 for 24 h
2. 2
   أخرىThe solvent was evaporated to dryness
3. 3
   أخرىthe residue was purified by flash chromatography (EtOAc/PE, 2:1) and recrystallisation from EtOAc/PE

الإجراء التجريبي

To a mixture of 3-dimethylamino-1-(2,4-dimethyl-thiazol-5-yl)-propenone (1.0 mmol, 0.21 g) and N-(4-fluoro-phenyl)-guanidine nitrate (2.0 mmol, 0.44 g) in 2-methoxyethanol (5 mL) was added NaOH (40 mg). The reaction mixture was refluxed under N2 for 24 h. The solvent was evaporated to dryness and the residue was purified by flash chromatography (EtOAc/PE, 2:1) and recrystallisation from EtOAc/PE to afford the title compound as brown crystals (269 mg, 89%). 1H-NMR (300 MHz, CDCl3) δ2.69 (s, 3H, CH3), 2.71 (s, 3H, CH3), 6.93 (d, 1H, J=5.3 Hz, pyrimidinyl-H), 7.03 (m, 2H, Ph-H), 7.58 (m, 2H, Ph-H), 8.40 (d, I H, J=5.3 Hz, pyrimidinyl-H).

المصدر