Piperazine → 4-Chloro-6-(1-piperazinyl)-2-pyrrolidinopyrimidine

HRID 1721287Notes

Reaction equation

HRID 1721287 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N: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:7]=[C:2]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[N:3]=[C:4]([N:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[N:5]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 193535534,6-Dichloro-2-(pyrrolidin-1-yl)pyrimidine

Product 1

HCID 224143454-Chloro-6-(1-piperazinyl)-2-pyrrolidinopyrimidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2.0 g (9.17 mmoles) of 4,6-dichloro-2-pyrrolidinopyrimidine and 3.95 g (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 twice washed with 50 ml of water each, then dried and evaporated. After recrystallizing the residue from hexane, the title product is obtained in a yield of 2.25 g (91.6%), m.p. 89°-100° C.

Workup

  1. temperatureunder reflux for 1 hour
  2. customevaporated
  3. customAfter separation the organic phase
  4. washis twice washed with 50 ml of water each,
  5. customthen dried
  6. customevaporated
  7. customAfter recrystallizing the residue from hexane

Sources & evidence

ORD record
ord-d5fb2802070e42879c1aa71a8a010a51
Source dataset
uspto-grants-1996_04
Patent number
US05510345

Reaction notes

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