تفاعل #48806

معادلة التفاعل

3-{[4-(azetidin-1-ylcarbonyl)-2-chlorophenyl]oxy}-N-(1-ethyl-1H-pyrazol-3-yl)-5-{[(1S)-2-hydroxy-1-methylethyl]oxy}benzamide

triethylamine

→

product

المردود 73.0%

3-{[4-(Azetidin-1-ylcarbonyl)phenyl]oxy}-N-(1-ethyl-1H-pyrazol-3-yl)-5-{[(1S)-2-hydroxy-1-methylethyl]oxy}benzamide

المردود 73.0%

المذيبات

THF

methanol

ظروف التفاعل

المعالجة

1. 1
   أخرىpurged with argon (×3)
2. 2
   workup.ADDITIONPalladium on carbon (10% w/w, 52 mg) was added
3. 3
   أخرىreaction mixture
4. 4
   أخرىwas evacuated
5. 5
   workup.ADDITIONfinally filled with hydrogen gas
6. 6
   workup.WAITThe reaction mixture was left
7. 7
   ترشيحThe Pd/C was filtered off
8. 8
   أخرىmixture partitioned between ethyl acetate and 1M hydrochloric acid solution
9. 9
   تجفيفThe organic phase was dried (MgSO4)
10. 10
    تركيزthe filtrate concentrated in vacuo

الإجراء التجريبي

A solution of 3-{[4-(azetidin-1-ylcarbonyl)-2-chlorophenyl]oxy}-N-(1-ethyl-1H-pyrazol-3-yl)-5-{[(1S)-2-hydroxy-1-methylethyl]oxy}benzamide (246 mg, 0.504 mmol) and triethylamine (0.42 mL, 3.02 mmol) in THF (6 mL) and methanol (6 mL) was evacuated and purged with argon (×3). Palladium on carbon (10% w/w, 52 mg) was added and reaction mixture was evacuated and finally filled with hydrogen gas. The reaction mixture was left to stir at ambient temperature under hydrogen for 2 hours. The Pd/C was filtered off and mixture partitioned between ethyl acetate and 1M hydrochloric acid solution. The organic phase was dried (MgSO4) and the filtrate concentrated in vacuo to give the product (170 mg, 73%).

المصدر