HCID 21222437, compound → HCID 54686255, compound

HRID 481856Notes

Reaction equation

HRID 481856 reaction equation
[C:1]1([CH:7]2[NH:12][C:11](=[O:13])[CH:10](C(OC)=O)[C:9](=[O:18])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(#N)C>[OH:18][C:9]1[CH2:8][CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[NH:12][C:11](=[O:13])[CH:10]=1

Participants

3

Reactant 1

HCID 21222437HCID 21222437, compound

Product 1

HCID 54686255HCID 54686255, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared by decarboxylation of methyl 6-phenyl-2-,4-dioxopiperidine-3-carboxylate (prepared as per Ashton et al., Heterocycles 28: (2) 1015 (1989)) by refluxing in acetonitrile (as per Toda et al., J. Antibiotics 23: (2) 173 (1980)). Removal of the solvent gave a solid (m.p. 166°-169° C.). 1H NMR (CDCl3) δ2.77 (dd, 1H), 2.90 (dd, 1H), 3.38 (s, 2H), 4.80 (dd, 1H), 6.40 (s, 1H), 7.32-7.46 (m, 5H).

Workup

  1. customRemoval of the solvent

Sources & evidence

ORD record
ord-632be3d870ed4859afc417281085706f
Source dataset
uspto-grants-1998_08
Patent number
US05789440

Reaction notes

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