تفاعل #45650

معادلة التفاعل

hydrochloric acid

trimethylamine

dimethylamine hydrochloride

ethyl 4-cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-2-carboxylate

→

compound

المردود 67.0%

4-Cyano-7-fluoro-N,N,5-trimethyl-6-phenyl-1,3-benzoxazole-2-carboxamide

المردود 67.0%

المذيبات

dichloromethane

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added to the reaction liquid
2. 2
   درجة الحرارةwith cooling with ice
3. 3
   workup.STIRRINGby stirring at room temperature
4. 4
   أخرىthe reaction liquid
5. 5
   استخلاصwas extracted with chloroform
6. 6
   تجفيفdried oil anhydrous magnesium sulfate
7. 7
   ترشيحfiltered
8. 8
   تركيزthe filtrate was concentrated under reduced pressure
9. 9
   غسيلwashed in diethyl ether

الإجراء التجريبي

Under nitrogen atmosphere, trimethylamine (1.03 M n-hexane solution, 2.25 ml, 2.31 mmol) was dropwise added at room temperature to a dichloromethane (3 ml) solution of dimethylamine hydrochloride (189 mg, 2.31 mmol), followed by stilling for 25 minutes. Subsequently, a dichloromethane (2 ml) solution of ethyl 4-cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-2-carboxylate (I-111) (250 mg, 771 μmol) was dropwise added, followed by stirring for 17 hours. After the reaction, aqueous 1N hydrochloric acid solution was added to the reaction liquid with cooling with ice, followed by stirring at room temperature, and the reaction liquid was extracted with chloroform. Next, the obtained organic layers were combined, dried oil anhydrous magnesium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was suspended and washed in diethyl ether to obtain the entitled compound (167 mg, 67%) as a white solid.

المصدر