反応 #6911

反応方程式

product

N-(1-{6-[(Hydroxyamino)(imino)methyl]quinolin-2-yl}pyrrolidin-3-yl)-2,2-dimethylpropanamide

4-trifluoromethylphenylpropionic acid

EDC

→

2,2-Dimethyl-N-{1-[6-(5-{2-[4-(trifluoromethyl)phenyl]ethyl}-1,2,4-oxadiazol-3-yl)quinolin-2-yl]pyrrolidin-3-yl}propanamide

溶媒

diglyme

反応条件

後処理

1. 1
   温度the mixture was heated at 110° C. for 2 hr
2. 2
   温度The mixture was cooled to r.t.
3. 3
   その他quenched with water
4. 4
   抽出extracted with excess EtOAc
5. 5
   その他The combined extracts were dried over a drying agent
6. 6
   ろ過filtered
7. 7
   その他the solvent removed under vacuum
8. 8
   その他The residue was purified by preparative TLC
9. 9
   洗浄eluting with EtOAc
10. 10
    その他to afford the product, MS

実験手順

To a mixture of the product of Step E, (66 mg) in anhydrous diglyme (2 mL) was added 4-trifluoromethylphenylpropionic acid (1.1 eq.) and EDC (2 eq.). The reaction mixture was heated to 50° C. overnight. After approximately 18 h, the mixture was heated at 110° C. for 2 hr. The mixture was cooled to r.t., quenched with water and extracted with excess EtOAc. The combined extracts were dried over a drying agent filtered and the solvent removed under vacuum. The residue was purified by preparative TLC eluting with EtOAc to afford the product, MS: m/z 538.

出典