反应 #45893

反应方程式

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

triethylamine

(3S)-3-(dimethylamino)pyrrolidine

→

compound

收率 64.0%

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

收率 64.0%

溶剂

dimethyl sulfide

反应条件

后处理

1. 1
   温度After cooled
2. 2
   浓缩this was concentrated under reduced pressure
3. 3
   workup.ADDITIONdiluted with chloroform
4. 4
   洗涤washed with saturated brine
5. 5
   干燥The organic layer was dried over anhydrous magnesium sulfate
6. 6
   其他the solvent was evaporated away under reduced pressure
7. 7
   其他The resulting residue was purified by preparative TLC (eluent, chloroform

实验过程

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.

来源