Reaktion #409699

ord-baedbcd779ce4422a836bf4d67b1d7a4

Reaktionsgleichung

CCOC(=O)CN1C(=O)[C@@H](CCC(C)=O)C[C@H]1C
11-9
CCOC(=O)CN1C(=O)[C@@H](CCC(C)=O)C[C@H]1C
[5(R)-methyl-2-oxo-3(S)-(3-oxo-butyl)-pyrrolidin-1-yl]-acetic acid ethyl ester
Nc1ncccc1C=O
2-amino-3-formylpyridine
O=C(O)[C@@H]1CCCN1
proline
CCOC(=O)CN1C(=O)[C@@H](CCc2ccc3cccnc3n2)C[C@H]1C
11-10
CCOC(=O)CN1C(=O)[C@@H](CCc2ccc3cccnc3n2)C[C@H]1C
[5(R)-methyl-3(S)-(2-[1,8]naphthyridin-2-yl-ethyl)-2-oxo-pyrrolidin-1-yl]-acetic acid ethyl ester

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated
  2. 2
    Temperaturat reflux for 12 h
  3. 3
    Sonstigeremoval of the solvent
  4. 4
    Sonstigethe residue was chromatographed (silica gel, 70:25:5 chloroform/ethyl acetate/MeOH)

Vorschrift

A mixture of 11-9 (220 mg, 0.8619 mmol), 1-4, 2-amino-3-formylpyridine (137 mg, 1.12 mmol) and proline (99 mg, 0.8619 mmol) in absolute ethanol (5 mL) was heated at reflux for 12 h. Following evaporative removal of the solvent, the residue was chromatographed (silica gel, 70:25:5 chloroform/ethyl acetate/MeOH) to give 11-10 as a yellow oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06211184B1uspto-grants-2001_04