反応 #86140

反応方程式

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

収率 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

収率 72.3%

溶媒

N,N-dimethylacetamide

反応条件

後処理

1. 1
   ろ過The reaction mixture was filtered through celite
2. 2
   濃縮concentrated
3. 3
   workup.ADDITIONThe crude product was diluted with EtOAc
4. 4
   洗浄then washed with water
5. 5
   乾燥The organic layers was dried with sodium sulfate
6. 6
   ろ過filtered
7. 7
   濃縮concentrated in vacuum
8. 8
   その他The crude product was purified by flash chromatography (EtOAc/Heptane eluted at 65% EtOAc)

実験手順

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.

出典