반응 #489049

반응 방정식

water

4-(4-benzyloxy-phenyl)-3-butyl-6-chloro-pyridazine

4-hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester

NaH

→

4-[5-(4-benzyloxy-phenyl)-6-butyl-pyridazin-3-yloxymethyl]-piperidine-1-carboxylic acid tert-butyl ester

용매

THF

반응 조건

후처리

1. 1
   workup.STIRRINGThe resulting mixture was stirred at 50-55° C. over night
2. 2
   추출extracted with ethyl acetate
3. 3
   세척The organic layer was washed with water, brine
4. 4
   건조dried (Na2SO4)
5. 5
   여과filtered
6. 6
   농축concentrated under reduced pressure
7. 7
   기타The product was purified by flash silica gel column chromatography

실험 절차

To a stirred solution of 4-hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester (1.13 mmol, 240 mg) in THF (10 mL) at room temperature was added NaH (100 mg, 4.5 mmol). Stirring continued for 10 min then 4-(4-benzyloxy-phenyl)-3-butyl-6-chloro-pyridazine (Example 1, 0.56 mmol, 200 mg) was added. The resulting mixture was stirred at 50-55° C. over night, then was poured into water and extracted with ethyl acetate. The organic layer was washed with water, brine, dried (Na2SO4), filtered and concentrated under reduced pressure. The product was purified by flash silica gel column chromatography using 30% ethyl acetate in hexanes to provide 4-[5-(4-benzyloxy-phenyl)-6-butyl-pyridazin-3-yloxymethyl]-piperidine-1-carboxylic acid tert-butyl ester

출처