تفاعل #45653

معادلة التفاعل

dimethyl sulfoxide

(3R)-3-methylaminopyrrolidine

dimethyl sulfoxide

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

triethylamine

→

compound

المردود 23.0%

4-Cyano-N,N,5-trimethyl-7-[(3R)-3-(dimethylamino)pyrrolidin-1-yl]-6-phenyl-1,3-benzoxazole-2-carboxamide

المردود 23.0%

المذيبات

brine

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling
2. 2
   أخرىthe reaction liquid
3. 3
   استخلاصwas extracted with chloroform
4. 4
   غسيلNext, the combined organic layer was washed with saturated brine
5. 5
   تجفيفdried over anhydrous magnesium sulfate
6. 6
   ترشيحfiltered
7. 7
   تركيزthe filtrate was concentrated under reduced pressure

الإجراء التجريبي

Under nitrogen atmosphere, a dimethyl sulfoxide (2 ml) solution of (3R)-3-methylaminopyrrolidine (85 μl, 660 μmol) was added at 150° C. to a dimethyl sulfoxide (11 ml) solution of 4-cyano-7-fluoro-N,N,5-trimethyl-6-phenyl-1,3-benzoxazole-2-carboxamide (I-114) (180 mg, 557 μmol) and triethylamine (101 μl, 724 μmol), followed by stirring at the same temperature for 30 minutes. After cooling, saturated brine was added to the reaction liquid, and the reaction liquid was extracted with chloroform. Next, the combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was subjected to preparative silica gel column chromatography. The eluate with chloroform/methanol (10:1, v/v) gave the entitled compound (53 mg, 23%) as a white amorphous substance.

المصدر