تفاعل #2045110

معادلة التفاعل

ammonium formate

ethyl 1-methyl-4-nitro-1H-pyrrole-2-carboxylate

4-trifluoromethoxyphenyl isocyanate

→

Ethyl 1-methyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-pyrrole-2-carboxylate

المذيبات

ethyl acetate ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling
2. 2
   ترشيحthe mixture is filtered through kieselguhr
3. 3
   غسيلthe filtercake is rinsed with ethanol
4. 4
   workup.DISSOLUTIONThe residue is dissolved in 6 ml of THF
5. 5
   workup.STIRRINGthe mixture is stirred at RT for 1 h
6. 6
   تركيزThe reaction solution is concentrated
7. 7
   أخرىthe residue is purified by RP-HPLC (acetonitrile/water)
8. 8
   أخرىThis gives a solid

الإجراء التجريبي

304 mg (1.53 mmol) of ethyl 1-methyl-4-nitro-1H-pyrrole-2-carboxylate are initially charged in 6 ml of ethyl acetate/ethanol (1:1), 163 mg (0.15 mmol) of palladium (10% on activated carbon) and 580 mg (9.20 mmol) of ammonium formate are added, and the mixture is stirred at 80° C. for 1 h. After cooling, the mixture is filtered through kieselguhr, the filtercake is rinsed with ethanol and the filtrate is freed from the solvent under reduced pressure. The residue is dissolved in 6 ml of THF, 374 mg (1.84 mmol) of 4-trifluoromethoxyphenyl isocyanate are added and the mixture is stirred at RT for 1 h. The reaction solution is concentrated and the residue is purified by RP-HPLC (acetonitrile/water). This gives a solid.

المصدر