Reacción #45893

Ecuación de reacción

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

triethylamine

(3S)-3-(dimethylamino)pyrrolidine

→

compound

Rendimiento 64.0%

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

Rendimiento 64.0%

Disolventes

dimethyl sulfide

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooled
2. 2
   Concentraciónthis was concentrated under reduced pressure
3. 3
   workup.ADDITIONdiluted with chloroform
4. 4
   Lavadowashed with saturated brine
5. 5
   SecadoThe organic layer was dried over anhydrous magnesium sulfate
6. 6
   Otrothe solvent was evaporated away under reduced pressure
7. 7
   OtroThe resulting residue was purified by preparative TLC (eluent, chloroform

Procedimiento

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.

Fuente