تفاعل #45893

معادلة التفاعل

6-Dimethylamino-2-Cyclopropyl-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrile

triethylamine

(3S)-3-(dimethylamino)pyrrolidine

→

compound

المردود 64.0%

2-Cyclopropyl-6-dimethylamino-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-1,3-benzoxazole-4-carbonitrile

المردود 64.0%

المذيبات

dimethyl sulfide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooled
2. 2
   تركيزthis was concentrated under reduced pressure
3. 3
   workup.ADDITIONdiluted with chloroform
4. 4
   غسيلwashed with saturated brine
5. 5
   تجفيفThe organic layer was dried over anhydrous magnesium sulfate
6. 6
   أخرىthe solvent was evaporated away under reduced pressure
7. 7
   أخرىThe resulting residue was purified by preparative TLC (eluent, chloroform

الإجراء التجريبي

6-Dimethylamino-2-Cyclopropyl-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrile (I-321) (34 mg, 0.10 mmol) was dissolved in dimethyl sulfide (4 ml), then triethylamine (29 μl, 0.20 mmol) and (3S)-3-(dimethylamino)pyrrolidine (27 μl, 0.21 mmol) were added, followed by stirring under nitrogen atmosphere at 100° C. for 24 hours. After cooled, this was concentrated under reduced pressure, diluted with chloroform, and washed with saturated brine. The organic layer was dried over anhydrous magnesium sulfate, then the solvent was evaporated away under reduced pressure. The resulting residue was purified by preparative TLC (eluent, chloroform:methanol=10:1, v/v) to obtain the entitled compound (20 mg, 64%) as a white crystal.

المصدر