반응 #86140

반응 방정식

tert-butyl 4-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]-3,6-dihydro-2H-pyridine-1-carboxylate

trimethyl-(6-methylpyrazin-2-yl)stannane

→

desired product

수율 72.3%

tert-butyl 4-[6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-3,6-dihydro-2 h-pyridine-1-carboxylate

수율 72.3%

용매

N,N-dimethylacetamide

반응 조건

후처리

1. 1
   여과The reaction mixture was filtered through celite
2. 2
   농축concentrated
3. 3
   workup.ADDITIONThe crude product was diluted with EtOAc
4. 4
   세척then washed with water
5. 5
   건조The organic layers was dried with sodium sulfate
6. 6
   여과filtered
7. 7
   농축concentrated in vacuum
8. 8
   기타The crude product was purified by flash chromatography (EtOAc/Heptane eluted at 65% EtOAc)

실험 절차

A solution of tert-butyl 4-[6-(6-chloropyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]-3,6-dihydro-2H-pyridine-1-carboxylate (200 mg, 0.486 mmol) and palladium(0)tetrakis(triphenylphosphine) (56 mg, 0.049 mmol) in N,N-dimethylacetamide 5.0 mL was added trimethyl-(6-methylpyrazin-2-yl)stannane (250 mg, 0.971 mmol). The reaction mixture heated at 145° C. for 40 min in microwave. The reaction mixture was filtered through celite and concentrated. The crude product was diluted with EtOAc then washed with water. The organic layers was dried with sodium sulfate, filtered, and concentrated in vacuum. The crude product was purified by flash chromatography (EtOAc/Heptane eluted at 65% EtOAc) to give the desired product 165 mg 72% yield.

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