تفاعل #45146

معادلة التفاعل

N,N-dimethylpyrrolidin-3-amine

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

→

title compound

المردود 80.0%

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

المردود 80.0%

المذيبات

methanol

dimethylsulfoxide

ظروف التفاعل

المعالجة

1. 1
   أخرىthe crude product was purified by ion exchange chromatography
2. 2
   غسيلThe desired product was eluted from the column
3. 3
   أخرىwere evaporated to dryness
4. 4
   أخرىto afford impure product as a brown oil
5. 5
   أخرىThe crude product was purified by preparative HPLC
6. 6
   workup.ADDITIONFractions containing the desired compound
7. 7
   أخرىwere evaporated to dryness

الإجراء التجريبي

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.

المصدر