HCID 20545076, compound → 4,6-Dichloro-2-cyclopropyl-5-pyrimidinamine

HRID 2285519Notes

Reaction equation

HRID 2285519 reaction equation
[CH:1]1([C:4]2[N:9]=[C:8]([Cl:10])[C:7]([N+:11]([O-])=O)=[C:6]([Cl:14])[N:5]=2)[CH2:3][CH2:2]1>[Ni].C(O)C>[CH:1]1([C:4]2[N:5]=[C:6]([Cl:14])[C:7]([NH2:11])=[C:8]([Cl:10])[N:9]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 20545076HCID 20545076, compound

Product 1

HCID 205450854,6-Dichloro-2-cyclopropyl-5-pyrimidinamineYield 67.2%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

70 g of 2-cyclopropyl-4,6-dichloro-5-nitropyrimidine are hydrated in the presence of 8.2 g Raney nickel in 700 ml ethanol at 100 bar for 6 hours at room temperature. The reaction product is first extracted with methylenechloride, then the solution is concentrated, and the residue dissolved in cyclohexane and recrystallized. 41 g of 2-cyclopropyl-4,6-dichloro-5-amino-pyrimidine is obtained.

Workup

  1. extractionThe reaction product is first extracted with methylenechloride
  2. concentrationthe solution is concentrated
  3. dissolutionthe residue dissolved in cyclohexane
  4. customrecrystallized

Sources & evidence

ORD record
ord-b4092520adb6410fb09b4198eb2e83cf
Source dataset
uspto-grants-1982_04
Patent number
US04323570

Reaction notes

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