تفاعل #587094

ord-5a2cdd0e81ca4f0dbdf6d1530973481b

معادلة التفاعل

CCOC(=O)c1nc(NC(=O)Nc2ccc(OC(F)(F)F)cc2)cn1C
ethyl 1-methyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-imidazole-2-carboxylate
CCOC(=O)c1nc(NC(=O)Nc2ccc(OC(F)(F)F)cc2)cn1C
Ethyl 1-methyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-imidazole-2-carboxylate
[Na+].[OH-]
sodium hydroxide
Cl
hydrochloric acid
Cn1cc(NC(=O)Nc2ccc(OC(F)(F)F)cc2)nc1C(=O)O
1-Methyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-imidazole-2-carboxylic Acid

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةWhile cooling in ice
  2. 2
    درجة الحرارةwhile cooling in ice
  3. 3
    استخلاصThe solution is extracted with dichloromethane
  4. 4
    تركيزThe organic phase is concentrated in vacuo
  5. 5
    أخرىThe residue is purified by preparative HPLC

الإجراء التجريبي

835 mg (2.13 mmol) of ethyl 1-methyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-imidazole-2-carboxylate (Example 28A) are suspended in 5 ml of ethanol and 12 ml of tetrahydrofuran. While cooling in ice, 2 ml (25 mmol) of 50% strength aqueous sodium hydroxide solution are added. The reaction mixture is stirred at room temperature overnight and then, while cooling in ice, acidified with 1N hydrochloric acid. The solution is extracted with dichloromethane. The organic phase is concentrated in vacuo. The residue is purified by preparative HPLC.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07767704B2uspto-grants-2010_08