تفاعل #1151491

معادلة التفاعل

Sodium methoxide

5-(3-dimethylaminoprop-2-en-1-oyl)-1-methylimidazole

phenylguanidine hydrogen carbonate

→

title compound

المردود 64.0%

2-Anilino-4-(1-methylimidazol-5-yl)pyrimidine

المردود 64.0%

المذيبات

2-propanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux for 3 hours
2. 2
   درجة الحرارةto cool
3. 3
   أخرىpartitioned between EtOAc and saturated aqueous sodium, hydrogen carbonate solution
4. 4
   أخرىThe organic phase was separated
5. 5
   أخرىdried
6. 6
   أخرىthe solvent removed by evaporation
7. 7
   أخرىThe residue was purified by column chromatography
8. 8
   غسيلeluting with DCM and 7M methanolic ammonia solution (97:3)

الإجراء التجريبي

Sodium methoxide (2.63 g, 48.7 mmol) was added to a solution of 5-(3-dimethylaminoprop-2-en-1-oyl)-1-methylimidazole Method 4; 2.91 g, 16.2 mmol) and phenylguanidine hydrogen carbonate (3.52 g, 17.9 mmol) in 2-propanol (14 ml) and the reaction mixture heated at reflux for 3 hours. The reaction mixture was allowed to cool and partitioned between EtOAc and saturated aqueous sodium, hydrogen carbonate solution. The organic phase was separated, dried and the solvent removed by evaporation. The residue was purified by column chromatography eluting with DCM and 7M methanolic ammonia solution (97:3) to give the title compound 2.57 g, (64%) as a solid. M/z: 252.

المصدر