반응 #2296370

반응 방정식

acetic anhydride

TFA

4.27

(R)-4-((R)-1-(5-(4-(4-(oxetan-3-yl)piperazin-1-yl)phenyl)benzo[d]thiazol-7-yloxy)ethyl)pyrrolidin-2-one

Et3N

→

(R)-4-((R)-1-((5-(4-(4-acetylpiperazin-1-yl)phenyl)benzo[d]thiazol-7-yl)oxy)ethyl)pyrrolidin-2-one

용매

DCM

반응 조건

후처리

1. 1
   기타was partitioned between EtOAc and water
2. 2
   기타The phases were separated
3. 3
   추출the aqueous phase was extracted with EtOAc
4. 4
   건조The combined organic phase was dried over Na2SO4
5. 5
   여과filtered
6. 6
   농축concentrated
7. 7
   기타The crude product was purified by silica gel chromatography (0-20% MeOH in DCM)

실험 절차

The crude TFA salt of 4.27 (0.058 mmol) was suspended in DCM (1 mL) and Et3N (60 μL, 0.43 mmol) was added followed by acetic anhydride (6.5 μL, 0.069 mmol). The resulting mixture was stirred 4 h and was partitioned between EtOAc and water. The aqueous layer was acidified with aqueous HCl. The phases were separated, and the aqueous phase was extracted with EtOAc. The combined organic phase was dried over Na2SO4, filtered, and concentrated. The crude product was purified by silica gel chromatography (0-20% MeOH in DCM) to afford (R)-4-((R)-1-((5-(4-(4-acetylpiperazin-1-yl)phenyl)benzo[d]thiazol-7-yl)oxy)ethyl)pyrrolidin-2-one (4.31).

출처