반응 #159367

반응 방정식

1,3-dimethyl-4-nitro-1H-pyrazole-5-carboxamide

→

desired product

수율 97.8%

4-amino-1,3-dimethyl-1H-pyrazole-5-carboxamide

수율 97.8%

용매

ethanol

ethyl acetate

반응 조건

후처리

1. 1
   기타The reaction mixture was evacuated with vacuum
2. 2
   기타purged with H2 (3×)
3. 3
   여과The reaction mixture was then filtered through a pad of Celite®
4. 4
   농축The filtrate was concentrated in vacuo
5. 5
   기타the crude was purified by column chromotagraphy (Si-PPC, gradient 0 to 30% methanol in dichloromethane)

실험 절차

To a solution of 1,3-dimethyl-4-nitro-1H-pyrazole-5-carboxamide (730 mg, 3.96 mmol) in anhydrous ethanol (100 mL) and ethyl acetate (100 mL) was added 10 wt % Pd on carbon (100.0 mg). The reaction mixture was evacuated with vacuum and purged with H2 (3×), then stirred under H2 at 50 psi for 5 hours. The reaction mixture was then filtered through a pad of Celite®. The filtrate was concentrated in vacuo and the crude was purified by column chromotagraphy (Si-PPC, gradient 0 to 30% methanol in dichloromethane) to get the desired product (597.0 mg, 97.7%) as a solid. 1H NMR (DMSO-d6, 400 MHz) δ ppm 7.26 (br s, 2H), 4.03 (br s, 2H), 3.84 (s, 3H), 2.02 (s, 3H); LC-MS m/z (method A)=155.2 [M+H]+, RT=0.35 min.

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