Ethanol → HCID 13883242, compound

HRID 1655952Notes

Reaction equation

HRID 1655952 reaction equation
[NH2:1][C:2]1C(C=O)=[CH:6][CH:5]=[CH:4][N:3]=1.N1CCC[CH2:12][CH2:11]1.C([C:18]([CH2:27][CH3:28])([C:22]([C:24]([O-:26])=[O:25])=O)[C:19]([O-:21])=[O:20])C.[Na+].[Na+].[CH2:31](O)[CH3:32]>>[N:1]1[C:2]2[C:28](=[CH:6][CH:5]=[CH:4][N:3]=2)[CH:27]=[C:18]([C:19]([O:21][CH2:11][CH3:12])=[O:20])[C:22]=1[C:24]([O:26][CH2:31][CH3:32])=[O:25]

Participants

5

Reactant 4

HCID 702EthanolHCID 8082PiperidineHCID 7376333-Pyridinecarboxaldehyde, 2-amino-HCID 23179480Diethyloxalacetate sodium

Product 1

HCID 13883242HCID 13883242, compound

Procedure

A suspension of 2-aminopyridine-3-carboxaldehyde (8.67 g) in absolute ethanol (500 mL) was treated with piperidine (1.7 mL) and sodium diethyloxalacetate (29.84 g) and heated to reflux for 18 h. The solvent was evaporated and the residue purified by chromatography on silica using 70% ethyl acetate-hexane as eluent to afford the title compound (2.6 g). M.p. 83°-85°.

Workup

  1. temperatureheated
  2. temperatureto reflux for 18 h
  3. customThe solvent was evaporated
  4. customthe residue purified by chromatography on silica using 70% ethyl acetate-hexane as eluent

Sources & evidence

ORD record
ord-2cf11ea19e0d429384c1738730d51a55
Source dataset
uspto-grants-1993_10
Patent number
US05252560

Reaction notes

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