Acetamidine monohydrochloride → Ethyl 2,4-dimethylpyrimidine-5-carboxylate
Reaction equation
CN([CH:4]=[C:5]([C:11](=O)[CH3:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.Cl.[C:15]([NH2:18])(=[NH:17])[CH3:16].CC[O-].[Na+]>CCO>[CH3:16][C:15]1[N:18]=[C:11]([CH3:12])[C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][N:17]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Intermediate 51 (17.6 g, 95 mmol) and acetamidine hydrochloride (17.6 g, 95 mmol), were dissolved in EtOH and added NaOEt (6.5 g, 95 mmol). This mixture was refluxed for 4 h. After that, ethanol removed on rotavapour followed by work-up (AcOEt/H2O) to obtain the crude. Crude was purified by column chromatography using 60-120 mesh silicagel and AcOEt and Petether (25:75) as eluent to obtain the title compound (7.3 g).
Workup
- temperatureThis mixture was refluxed for 4 h
- customAfter that, ethanol removed on rotavapour
- customto obtain the crude
- customCrude was purified by column chromatography
Sources & evidence
- ORD record
- ord-a434670dd69b4fbba7546237ab92a269
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08921364B2
Reaction notes
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