Ammonium Hydroxide → 6-(1H-pyrazol-1-yl)pyrimidin-4-amine
Reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[CH:12]=[CH:11][CH:10]=[N:9]2)[CH:3]=1.[OH-].[NH4+:14]>C(Cl)Cl>[NH2:14][C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[CH:12]=[CH:11][CH:10]=[N:9]2)[CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In sealed tube, 180 mg of 6-chloro-4-(1-pyrazolyl)pyrimidine and 2.5 ml of concentrated ammonium hydroxide were warmed at 140° C. for 30 hours. The reaction mixture was dissolved in methylene chloride, and washed with water. The organic fraction was dried over anhydrous sodium sulfute, and distilled off. A residue was recrystallized from methanol to yield 148 mg of 6-amino-4-(1-pyrazolyl)pyrimidine, a flaking crystal having a melting point of 236.5°-237° C.,
Workup
- washwashed with water
- dry with materialThe organic fraction was dried over anhydrous sodium sulfute
- distillationdistilled off
- customA residue was recrystallized from methanol
Sources & evidence
- ORD record
- ord-6794ef1ee071485cb5ea3a94ed342816
- Source dataset
- uspto-grants-1989_07
- Patent number
- US04849424
Reaction notes
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