Ethyl Acetate → 4,6-Dichloro-2-ethylpyrimidin-5-amine
Reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([Cl:11])[N:5]=[C:4]([CH2:12][CH3:13])[N:3]=1.CCOC(C)=O>CO.[Ni]>[NH2:8][C:7]1[C:2]([Cl:1])=[N:3][C:4]([CH2:12][CH3:13])=[N:5][C:6]=1[Cl:11]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
4,6-Dichloro-5-nitro-2-ethylpyrimidine (185 g, 0.83 mol) was dissolved in methanol (1.5 L) and reduced under 15 p.s.i. H2 in the presence of Raney nickel (30 g) for 5 hr. The mixture was filtered through Celite (washing well with MeOH) and the filtrate was evaporated to dryness to give 159.1 g (0.83 mol, quantitative yield) of the title compound as a chromatographically pure (silica gel plates, developed with EtOAc:hexanes, 3:1) dark liquid which was used directly in the next step.
Workup
- filtrationThe mixture was filtered through Celite (
- washwashing well with MeOH) and the filtrate
- customwas evaporated to dryness
Sources & evidence
- ORD record
- ord-2d015bf70a38492d953c1045a0440294
- Source dataset
- uspto-grants-1991_10
- Patent number
- US05057517
Reaction notes
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