2-(Methylthio)-1H-pyrimidin-4-one → 2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4 (3H)-one
Reaction equation
CS[C:3]1[NH:8][C:7](=[O:9])[CH:6]=[CH:5][N:4]=1.[CH3:10][N:11]1[CH:15]=[C:14]([NH2:16])[CH:13]=[N:12]1>COCCOCCOC>[CH3:10][N:11]1[CH:15]=[C:14]([NH:16][C:3]2[NH:8][C:7](=[O:9])[CH:6]=[CH:5][N:4]=2)[CH:13]=[N:12]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 150 °C
Procedure
To a solution of 2-(methylsulfanyl)pyrimidin-4(3H)-one (5.2 g) obtained in Step A in diethylene glycol dimethyl ether (50 mL) was added 1-methyl-1H-pyrazol-4-amine (4.1 g), the mixture was stirred overnight at 150° C., and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/methanol) to give the title compound (5.4 g).
Workup
- customthe solvent was evaporated under reduced pressure
- customThe residue was purified by silica gel column chromatography (ethyl acetate/methanol)
Sources & evidence
- ORD record
- ord-142a8b04acd54d41ba2b67f372645e30
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09187453B2
Reaction notes
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