تفاعل #48819

معادلة التفاعل

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

→

desired compound

المردود 48.7%

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

المردود 48.7%

المذيبات

methanol

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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);

المصدر