HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

HCID 87180103, compound → Ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

HRID 1406403
Notes
Print preview

Reaction equation

HRID 1406403 reaction equation
C([O:3][C:4](=O)/[CH:5]=[CH:6]/[C:7](=[C:13](/[NH2:15])\[CH3:14])/[C:8]([O:10][CH2:11][CH3:12])=[O:9])C>CN(C)C=O>[CH2:11]([O:10][C:8]([C:7]1[CH:6]=[CH:5][C:4](=[O:3])[NH:15][C:13]=1[CH3:14])=[O:9])[CH3:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 87180103HCID 87180103, compound2×

Product 1

HCID 3299500Ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of intermediate (5a), (E)-4-[1-amino-eth-(Z)-ylidene]-pent-2-enedioic acid diethyl ester (51 g, 225 mmol) in N,N-dimethylformamide (250 mL) was heated at 175° C. for 24 hours to give a dark brown solution. The resulting solution was allowed to cool and a pale brown precipitate slowly formed. The precipitate was removed by filtration and the solids washed with dichloromethane (75 mL) and hexane (100 mL) to give a pale yellow powder. The solids were dried in vacuo (60° C.) to give the title compound as a pale yellow powder, 14.45 g (36%)

Workup

  • customto give a dark brown solution
  • temperatureto cool
  • customa pale brown precipitate slowly formed
  • customThe precipitate was removed by filtration
  • washthe solids washed with dichloromethane (75 mL) and hexane (100 mL)
  • customto give a pale yellow powder
  • customThe solids were dried in vacuo (60° C.)
  • Sources & evidence

    ORD record
    ord-155454a047d541128ed8cdb61e4cad88
    Source dataset
    uspto-grants-2014_12
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08916591B2

    Reaction notes

    Loading…

    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes