반응 #48591

반응 방정식

Bis(2-chloroethyl)methylamine hydrochloride

4-amino-1H-pyrazole-3-carboxylic acid (4-fluoro-phenyl)-amide

diisopropyethylamine

→

solid

수율 19.8%

4-(4-Methyl-piperazin-1-yl)-1H-pyrazole-3-carboxylic acid (4-fluoro-phenyl)-amide

수율 19.8%

용매

DMF

반응 조건

후처리

1. 1
   기타The DMF was removed under vacuum
2. 2
   기타purified by flash column chromatography
3. 3
   세척eluting with dichloromethane/methanol/acetic acid/water (90:18:3:2)
4. 4
   workup.ADDITIONProduct containing fractions
5. 5
   기타evaporated
6. 6
   workup.ADDITIONtreated with HCl in ethyl acetate
7. 7
   기타re-evaporated with toluene (2×20 ml)

실험 절차

Bis(2-chloroethyl)methylamine hydrochloride (97 mg; 0.5 mmol) was added to a stirred solution of 4-amino-1H-pyrazole-3-carboxylic acid (4-fluoro-phenyl)-amide (100 mg; 0.45 mmol), tetrabutylammonium iodide (20 mg; 0.045 mmol) and diisopropyethylamine (200 ul) 1.13 mmol) in DMF (5 ml), and the resulting mixture was heated at 200° C. (100 W) for 30 minutes in a CEM Discover™ microwave synthesiser. The DMF was removed under vacuum, then purified by flash column chromatography, eluting with dichloromethane/methanol/acetic acid/water (90:18:3:2). Product containing fractions were combined and evaporated, treated with HCl in ethyl acetate and then re-evaporated with toluene (2×20 ml) to give an off white solid (27 mg). (LC/MS: Rt 1.64, [M+H]+ 378).

출처