Reacción #45561

Ecuación de reacción

sodium bicarbonate water

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

aluminium chloride

aluminium chloride

→

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

Disolventes

benzene

benzene

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoThe benzene wash (8.0 ml) of the eggplant-type flask with the starting material adhering
2. 2
   workup.ADDITIONthereto was also added
3. 3
   Temperaturaby refluxing for 0.5 hours
4. 4
   TemperaturaAfter cooling
5. 5
   Temperaturaunder reflux for 15 minutes
6. 6
   TemperaturaAfter cooling
7. 7
   Extracciónthe product was extracted with chloroform (50 ml×2), ethyl acetate (50 ml)

Procedimiento

2-tert-Butyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-(3-methoxyphenyl)-5-methyl-1,3-benzoxazole-4-carbonitrile (I-23) (10 mg, 23.1 μmol) was dissolved (partially suspended) in benzene (2.0 ml), and dropwise added to a benzene (2.0 ml) suspension reflux liquid of aluminium chloride (9.2 mg, 69.0 μmol). The benzene wash (8.0 ml) of the eggplant-type flask with the starting material adhering thereto was also added, followed by refluxing for 0.5 hours. After cooling, aluminium chloride (61.7 mg, 462 μmol) was further added, followed by further stirring under reflux for 15 minutes. After cooling, saturated sodium bicarbonate water (50 ml) was added to the reaction liquid, the product was extracted with chloroform (50 ml×2), ethyl acetate (50 ml).

Fuente