反応 #45893

反応方程式

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

triethylamine

(3S)-3-(dimethylamino)pyrrolidine

→

compound

収率 64.0%

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

収率 64.0%

溶媒

dimethyl sulfide

反応条件

後処理

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

実験手順

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.

出典