2-Chloro-4-[2-(4-fluorophenyl)ethynyl]pyrimidine → 2-iso-Propylamino-4-[4-fluoro-phenylethynyl]pyrimidine
Reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]#[C:9][C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH:5]=[CH:4][N:3]=1>C(N)(C)C.O>[CH:6]([NH:7][C:2]1[N:7]=[C:6]([C:8]#[C:9][C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH:5]=[CH:4][N:3]=1)([CH3:8])[CH3:5]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 2-chloro-4-(4-fluoro-phenylethynyl)-pyrimidine (1 equiv.) in iso-propylamine (0.2 M) is heated at 35° C. for 24 h. The mixture is cooled to rt, diluted with water, and extracted with EtOAc. The organic layer is concentrated and the residue purified by column chromatography to provide the title compound.
Workup
- extractionextracted with EtOAc
- concentrationThe organic layer is concentrated
- customthe residue purified by column chromatography
Sources & evidence
- ORD record
- ord-38f8c25bb54641518de3f57b0fd9e272
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08124765B2
Reaction notes
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