Reacción #48819

Ecuación de reacción

3-[4-(Azetidin-1-ylcarbonyl)-2-chlorophenoxy]-5-[(1S)-2-hydroxy-1-methylethoxy]-N-(1-isopropyl-1H-pyrazol-3-yl)benzamide

→

desired compound

Rendimiento 48.7%

3-[4-(Azetidin-1-ylcarbonyl)phenoxy]-5-[(1S)-2-hydroxy-1-methylethoxy]-N-(1-isopropyl-1H-pyrazol-3-yl)benzamide

Rendimiento 48.7%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroTHF (4 mL) and the flask evacuated
2. 2
   Otropurged with argon (3 times)
3. 3
   workup.ADDITION10% Palladium on carbon (0.033 g) was added
4. 4
   Otrothe flask further evacuated
5. 5
   Otrofinally purged with hydrogen gas
6. 6
   OtroThe reaction mixture was evacuated
7. 7
   Otropurged with nitrogen (3 times)
8. 8
   FiltraciónThe catalyst was filtered off through celite
9. 9
   Concentraciónthe filtrate concentrated in vacuo
10. 10
    OtroThe residue was chromatographed on silica eluting with a gradient of 0-100% ethyl acetate in isohexane

Procedimiento

3-[4-(Azetidin-1-ylcarbonyl)-2-chlorophenoxy]-5-[(1S)-2-hydroxy-1-methylethoxy]-N-(1-isopropyl-1H-pyrazol-3-yl)benzamide (0.33 g, 0.644 mmol) was dissolved in methanol (4 mL) and THF (4 mL) and the flask evacuated and purged with argon (3 times). 10% Palladium on carbon (0.033 g) was added and the flask further evacuated and finally purged with hydrogen gas. The reaction mixture was stirred at ambient temperature for 20 hours. The reaction mixture was evacuated and purged with nitrogen (3 times). The catalyst was filtered off through celite, and the filtrate concentrated in vacuo. The residue was chromatographed on silica eluting with a gradient of 0-100% ethyl acetate in isohexane to give the desired compound (0.15 g);

Fuente