반응 #1135842

반응 방정식

KOH

methyl 7-(1-cyclopropyl-1H-benzo[d]imidazol-2-yl)heptanoate

hydroxylamine

→

7-(1-cyclopropyl-1H-benzo[d]imidazol-2-yl)-N-hydroxyheptanamide

수율 63.9%

용매

THF

반응 조건

후처리

1. 1
   농축briefly concentrated
2. 2
   workup.ADDITIONby adding 1 N HCl solution until pH was 7
3. 3
   추출The mixture was extracted with ethyl acetate
4. 4
   기타dried
5. 5
   농축concentrated
6. 6
   기타The residue was purified by biotage column chromatography

실험 절차

To a solution of methyl 7-(1-cyclopropyl-1H-benzo[d]imidazol-2-yl)heptanoate (80 mg, 0.27 mmol) in THF at 0° C. was added 50% hydroxylamine solution (0.16 mL, 2.6 mmol). To this was added KOH (0.80 mL, 1M in MeOH, 0.80 mmol) dropwise. The reaction was stirred at 0° C. for 2 hr, briefly concentrated and neutralized by adding 1 N HCl solution until pH was 7. The mixture was extracted with ethyl acetate, dried and concentrated. The residue was purified by biotage column chromatography to give 7-(1-cyclopropyl-1H-benzo[d]imidazol-2-yl)-N-hydroxyheptanamide 24 (52 mg). MS (M+1=302)

출처