반응 #1543049

ord-9f03cfb4887d4ed08bac0b281ef45b49

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타to synthesize compounds of the present invention wherein R1
  2. 2
    기타The reaction
  3. 3
    온도at reflux
  4. 4
    여과the resulting precipitate filtered
  5. 5
    세척washed with hot isopropanol
  6. 6
    기타dried

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05843906uspto-grants-1998_12