2-Chloro-4-(ethylamino)-5-nitropyrimidine → 2-chloro-N4-ethylpyrimidine-4,5-diamine
Reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH3:10])[C:5]([N+:11]([O-])=O)=[CH:4][N:3]=1.[H][H]>C1COCC1.[Ni]>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH3:10])[C:5]([NH2:11])=[CH:4][N:3]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of 10.0 g (50 mmol, 1.0 eq.) of 2-chloro-N-ethyl-5-nitropyrimidin-4-amine (I-1) in 300 mL of THF was added ˜4.0 g of Raney Nickel. The solution was stirred under 1 atm. of hydrogen at room temperature for 12 h. The reaction mixture was filtered through Celite® and the pad was washed with 100 mL of THF. The solvent was removed in vacuo to provide 8.0 g (46 mmol, 92%) of 2-chloro-N4-ethylpyrimidine-4,5-diamine (I-5).
Workup
- filtrationThe reaction mixture was filtered through Celite®
- washthe pad was washed with 100 mL of THF
- customThe solvent was removed in vacuo
Sources & evidence
- ORD record
- ord-38388d12abce4ac490c2a8657fb2616a
- Source dataset
- uspto-grants-2011_05
- Patent number
- US07951803B2
Reaction notes
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