Reaktion #2494856

Reaktionsgleichung

compound

{1-[(3-phenyl-5-isoxazolyl)methyl]-4-piperidinyl}acetyl Chloride Hydrochloride

4,6-diamino-2-ethoxynicotinonitrile

→

title compound

N-(4-amino-5-cyano-6-ethoxy-2-pyridinyl)-2-{1-[(3-phenyl-5-isoxazolyl)methyl]-4-piperidinyl}acetamide

Lösungsmittel

ethyl acetate

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeprepared
2. 2
   Waschenwashed twice with a saturated aqueous sodium bicarbonate solution
3. 3
   TrocknenThe organic phase was dried over anhydrous magnesium sulfate
4. 4
   Einengenconcentrated
5. 5
   SonstigeThe residue was purified by column chromatography on silica gel (ethyl acetate:hexane=4:1)

Vorschrift

A mixture of the compound prepared in Example 59 (100 mg) and 4,6-diamino-2-ethoxynicotinonitrile (50 mg, prepared according to the preparation reported in Szczepankiewicz, B. G.; et al. J. Med. Chem. 2006, 49, 3563 and references therein) in pyridine (1.5 mL) was heated to 50° C. overnight and then 80° C. for six days. The mixture was cooled to room temperature, diluted with ethyl acetate and washed twice with a saturated aqueous sodium bicarbonate solution. The organic phase was dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane=4:1) to obtain the title compound (18 mg) having the following physical data.

Quelle