Piperazine → HCID 22414342, compound

HRID 1721288Notes

Reaction equation

HRID 1721288 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([N:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[N:3]=1.[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1>C(O)C>[Cl:8][C:6]1[CH:5]=[C:4]([N:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[N:3]=[C:2]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[N:7]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 194285242,4-Dichloro-6-(pyrrolidin-1-yl)pyrimidine

Product 1

HCID 22414342HCID 22414342, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution containing 2.0 g (9.17 mmoles) of 2,4-dichloro-6-pyrrolidinopyrimidine and 3.95 (45.9 mmoles) of piperazine in ethanol is boiled under reflux for 1 hour and then evaporated. The evaporation residue is distributed between 100 ml of chloroform and 100 ml of 1% sodium hydroxide solution. After separation the organic phase is washed twice with 50 ml of water each, then dried and evaporated. The evaporation residue is subjected to chromatography on a silica gel column. By using a 9:1 mixture of chloroform/methanol as eluent and recrystallizing the obtained product from hexane, the title compound is obtained in a yield of 1.66 g (67.6%), m.p.: 77°-92° C.

Workup

  1. temperatureunder reflux for 1 hour
  2. customevaporated
  3. customAfter separation the organic phase
  4. washis washed twice with 50 ml of water each,
  5. customthen dried
  6. customevaporated
  7. additiona 9:1 mixture of chloroform/methanol as eluent
  8. customrecrystallizing the obtained product from hexane

Sources & evidence

ORD record
ord-6eca85fc07104ea8b87dc92c2b5766d9
Source dataset
uspto-grants-1996_04
Patent number
US05510345

Reaction notes

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