반응 #45094

반응 방정식

(2S,6R)-2,6-Dimethylpiperazine

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

→

title compound

수율 35.2%

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

수율 35.2%

용매

dimethylsulfoxide

반응 조건

후처리

1. 1
   기타The crude product was purified by ion exchange chromatography
2. 2
   세척The desired product was eluted from the column
3. 3
   기타to afford impure material
4. 4
   기타The concentrated eluent was purified by preparative HPLC
5. 5
   workup.ADDITIONFractions containing the desired compound
6. 6
   기타were evaporated to dryness

실험 절차

(2S,6R)-2,6-Dimethylpiperazine (228 mg, 2.00 mmol) was added in one portion to 5-chloro-N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]pyrazine-2-carboxamide (388 mg, 1.00 mmol) in anhydrous dimethylsulfoxide (1.00 ml) at 25° C. The resulting solution was stirred at 100° C. for 18 h. The crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7M NH3/MeOH to afford impure material. The concentrated eluent 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 (164 mg, 35%) as a cream solid.

출처