تفاعل #1885019

ord-a49d1405dfc24e3f89814c4ad6668d7b

معادلة التفاعل

CC(=O)OCC#CCC(=O)OC(C)C
iso-propyl 4-acetoxybut-2-ynecarboxylate
CNCc1ccc(Cl)nc1
1-(6-chloropyridin-3-yl)-N-methylmethanamine
CC(=O)OCC(=CCC(=O)OC(C)C)NCc1ccc(Cl)nc1
iso-Propyl 4-acetoxy-3-[(6-chloropyrid-3-ylmethyl)amino]but-2-enecarboxylate

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزconcentrated under reduced pressure
  2. 2
    غسيلwashed successively with dilute aqueous sulphuric acid and sodium hydrogencarbonate solution
  3. 3
    تجفيفAfter drying over magnesium sulphate
  4. 4
    تركيزconcentrating the organic phase under reduced pressure, 120 mg (50% of theory) of iso-propyl 4-acetoxy-3-[(4-chlorobenzyl)(methyl)amino]but-2-enecarboxylate
  5. 5
    أخرىare obtained

الإجراء التجريبي

To an initial charge of 124 mg (0.672 mmol) of iso-propyl 4-acetoxybut-2-ynecarboxylate in 5 ml of anhydrous tetrahydrofuran (THF) are added dropwise 116 mg (0.739 mmol) of 1-(6-chloropyridin-3-yl)-N-methylmethanamine, dissolved in 1 ml of anhydrous THF, at room temperature. The reaction mixture is stirred at room temperature for 16 h and concentrated under reduced pressure. Subsequently, the residue is taken up with toluene and washed successively with dilute aqueous sulphuric acid and sodium hydrogencarbonate solution. After drying over magnesium sulphate and concentrating the organic phase under reduced pressure, 120 mg (50% of theory) of iso-propyl 4-acetoxy-3-[(4-chlorobenzyl)(methyl)amino]but-2-enecarboxylate are obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08343893B2uspto-grants-2013_01