反应详情

With the exclusion of air, 172.2 mg (1.05 mmol) of 3-chloro-aniline hydrochloride (see Step 14.4) are added to 199 mg (0.70 mmol) of N'-[3-(3-nitro-phenyl)-4-cyano-1H-pyrazol-5-yl]-N,N-dimethylformamidine in 2 ml of methanol and the reaction mixture is boiled under reflux for 19 hours. Cooling, filtering and washing with isopropanol and hexane yield 4-(3-chloro-phenylamino)-3-(3-nitro-phenyl)-1H-pyrazolo[3,4-d]pyrimidine; TLC: Rt=0.55 (methylene chloride:methanol=10:1); HPLC: TRet (Grad20-100)=14.2; 1H-NMR: (DMSO-d6) 9.05 (s, HN), 8.54 (s, 2H), 8.32 (dd, J=8, 2, 1H), 8.22 (d, J=8, 1H), 7.8 (m, 2H), 7.49 (d, J=8, 1H), 7.33 (t, J=8, 1H), 7.10 (dd, J=8, 2, 1H).

1. temperatureunder reflux for 19 hours
2. temperatureCooling
3. filtrationfiltering
4. washwashing with isopropanol and hexane