Hydrochloric Acid → HCID 20223426, compound
Reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[CH:12][C:13](=[O:16])[NH:14][CH:15]=2)=[CH:6][CH:5]=1)([OH:3])=[O:2].Cl.[CH3:18]O>>[CH3:18][O:2][C:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:11]=[CH:12][C:13](=[O:16])[NH:14][CH:15]=2)=[CH:8][CH:9]=1)=[O:3]Participants
4
Procedure
A mixture of 5-(4-carboxyphenyl)pyrazin-2(1H)-one (1.2 g) and anhydrous methanol was stirred with heating under reflux while a gentle steam of dry hydrogen chloride gas was passed through the solution. After two hours the solvent was evaporated under reduced pressure and the residue was purified by elution from a silica gel column with chloroform/methanol mixtures followed by crystallisation from methanol. This afforded the title compound as a crystalline solid (0.8 g); m.p. 240°-242° C.
Workup
- temperaturewith heating
- customAfter two hours the solvent was evaporated under reduced pressure
- customthe residue was purified by elution from a silica gel column with chloroform/methanol
- custommixtures followed by crystallisation from methanol
Sources & evidence
- ORD record
- ord-58aa4674b32f42cbbda3855d6cbda3c7
- Source dataset
- uspto-grants-1986_12
- Patent number
- US04632924
Reaction notes
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