4-Methylpyrimidine → Ethenamine, N,N-dimethyl-2-(4-pyrimidinyl)- (9CI)

HRID 547442Notes

Reaction equation

HRID 547442 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][N:3]=1.CO[CH:10](OC)[N:11]([CH3:13])[CH3:12]>CN(C=O)C>[CH3:10][N:11]([CH3:13])/[CH:12]=[CH:1]/[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 189224-MethylpyrimidineHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 6433770Ethenamine, N,N-dimethyl-2-(4-pyrimidinyl)- (9CI)Yield 95.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 10 g of 4-methylpyrimidine, 38 g of N,N-dimethylformamide dimethylacetal (DMFDMA) and 46.6 g of DMF was stirred in a sealed tube at 140° C. for 24 hours. The reaction solution was cooled and the solvent was distilled off under reduced pressure to provide 15.08 g (yield: 95%) of the title compound as brown crystal.

Workup

  1. temperatureThe reaction solution was cooled
  2. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-9c17e25ad79b4c688b20df8d1503cead
Source dataset
uspto-grants-2011_05
Patent number
US07939536B2

Reaction notes

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