反応 #45146

反応方程式

N,N-dimethylpyrrolidin-3-amine

5-chloro-N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]pyrazine-2-carboxamide

→

title compound

収率 80.0%

N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]-5-(3-dimethylaminopyrrolidin-1-yl)pyrazine-2-carboxamide

収率 80.0%

溶媒

methanol

dimethylsulfoxide

反応条件

後処理

1. 1
   その他the crude product was purified by ion exchange chromatography
2. 2
   洗浄The desired product was eluted from the column
3. 3
   その他were evaporated to dryness
4. 4
   その他to afford impure product as a brown oil
5. 5
   その他The crude product was purified by preparative HPLC
6. 6
   workup.ADDITIONFractions containing the desired compound
7. 7
   その他were evaporated to dryness

実験手順

N,N-dimethylpyrrolidin-3-amine (114 mg, 1.00 mmol) was added to 5-chloro-N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]pyrazine-2-carboxamide (136 mg, 0.35 mmol) in anhydrous dimethylsulfoxide (1.75 ml) at 25° C. The resulting solution was stirred at room temperature for 20 mins. The reaction mixture was diluted with methanol (5.00 ml) and the crude product was purified by ion exchange chromatography, using a SCX column. The desired product was eluted from the column using 7M NH3/MeOH and fractions were evaporated to dryness to afford impure product as a brown oil. The crude product was purified by preparative HPLC, using decreasingly polar mixtures of water (containing 1% NH3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford the title compound (130 mg, 80%) as a white solid.

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