تفاعل #1543049

ord-9f03cfb4887d4ed08bac0b281ef45b49

معادلة التفاعل

O=C(O)CC(=O)O
malonic acid
O=Cc1ccccn1
pyridine-carboxaldehyde
CC(=O)[O-].[NH4+]
ammonium acetate
NC(CC(=O)O)c1cccnc1
3-amino-3-(3-pyridyl)propionic acid

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىto synthesize compounds of the present invention wherein R1
  2. 2
    أخرىThe reaction
  3. 3
    درجة الحرارةat reflux
  4. 4
    ترشيحthe resulting precipitate filtered
  5. 5
    غسيلwashed with hot isopropanol
  6. 6
    أخرىdried

الإجراء التجريبي

Scheme I describes a synthesis of a pyridyl β-amino acid which can be used to synthesize compounds of the present invention wherein R1 is pyridyl. The reaction can be modified using conventional methodology to prepare other aroma substituted or heterocyclic substituted β-amino acids by substitution of the pyridyl carboxaldehyde with any other appropriate aldehyde. Briefly, in Scheme I to pyridine-carboxaldehyde in isopropanol is added ammonium acetate followed by malonic acid. The reaction mixture is stirred at reflux, the resulting precipitate filtered and washed with hot isopropanol and dried to yield 3-amino-3-(3-pyridyl)propionic acid. The ethyl ester is synthesized by heating this acid in excess ethanol in the presence of excess HCl gas.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05843906uspto-grants-1998_12