반응 #66527

반응 방정식

Picolinoyl chloride hydrochloride

Et3N

1-(4-(4-amino-2-chlorophenyl)piperazin-1-yl)-2-methylpropan-1-one

→

N-(3-chloro-4-(4-isobutyrylpiperazin-1-yl)phenyl)picolinamide

수율 18.0%

용매

DCM

반응 조건

후처리

1. 1
   세척The organic phase was washed with a saturated solution of NaHCO3
2. 2
   추출The aqueous phase was extracted with AcOEt
3. 3
   세척The organic phase was washed with brine
4. 4
   건조was dried over Na2SO4
5. 5
   여과was filtered
6. 6
   농축was concentrated under reduced pressure
7. 7
   기타The crude product was purified by flash chromatography over C18 column

실험 절차

According to Scheme 4 Step 3: Picolinoyl chloride hydrochloride (0.93 mmol, 178 mg) and Et3N (1.86 mmol, 0.26 mL) were added to a solution of 1-(4-(4-amino-2-chlorophenyl)piperazin-1-yl)-2-methylpropan-1-one (0.62 mmol, 175 mg) in DCM (3 mL) at 0° C. The reaction mixture was stirred at room temperature for 2 hours. The organic phase was washed with a saturated solution of NaHCO3. The aqueous phase was extracted with AcOEt. The organic phase was washed with brine, was dried over Na2SO4, was filtered and was concentrated under reduced pressure. The crude product was purified by flash chromatography over C18 column using water/ACN (60:40) as eluent to afford N-(3-chloro-4-(4-isobutyrylpiperazin-1-yl)phenyl)picolinamide (0.11 mmol, 42 mg, 18%) as a white solid.

출처