HCID 178501988, compound → Carprazidil

HRID 26437Notes

Reaction equation

HRID 26437 reaction equation
[N:1]1([C:7]2[N:12]=[C:11]([NH:13][C:14](OC)=[O:15])[N+:10]([O-:18])=[C:9]([NH:19][C:20]([O:22][CH3:23])=[O:21])[CH:8]=2)[CH2:6][CH:5]=[CH:4][CH2:3][CH2:2]1>CN(C)C=O>[N:1]1([C:7]2[CH:8]=[C:9]([NH:19][C:20]([O:22][CH3:23])=[O:21])[N:10]3[O:18][C:14](=[O:15])[N:13]=[C:11]3[N:12]=2)[CH2:6][CH:5]=[CH:4][CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 178501988HCID 178501988, compound

Product 1

HCID 68875Carprazidil

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

50 G. of dimethyl 6-[3,6-dihydro-1(2H)-pyridyl]-2,4-pyrimidine-dicarbamate-3-oxide are heated to 140° C. under an argon atmosphere in 300 ml. of dimethylformamide while stirring for 30 minutes. The dimethylformamide is evaporated under reduced pressure and the residue is recrystallized from methanol/methylene chloride. There is obtained methyl 5-[3,6-dihydro-1(2H)-pyridyl]-2-oxo-2H-[1,2,4]-oxadiazolo[2,3-a]pyrimidine-7-carbamate, having a melting point of 213°-215° C. (decomposition).

Workup

  1. customThe dimethylformamide is evaporated under reduced pressure
  2. customthe residue is recrystallized from methanol/methylene chloride

Sources & evidence

ORD record
ord-10e284f418d5458ea0a97e4f0ddf1a27
Source dataset
uspto-grants-1979_04
Patent number
US04150132

Reaction notes

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