Dimethylamine → 2-Dimethylamino-4-(4-formylpiperazino)pyrimidine

HRID 1979932Notes

Reaction equation

HRID 1979932 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH:14]=[O:15])[CH2:10][CH2:9]2)[CH:5]=[CH:4][N:3]=1.[CH3:16][NH:17][CH3:18]>C(O)C>[CH3:16][N:17]([CH3:18])[C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH:14]=[O:15])[CH2:10][CH2:9]2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 138695702-Chloro-4-(4-formylpiperazino)pyrimidine

Product 1

HCID 204377232-Dimethylamino-4-(4-formylpiperazino)pyrimidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Chloro-4-(4-formylpiperazino)pyrimidine (5.0 g) and dimethylamine (7.8 ml, 33% solution in ethanol) in ethanol (70 ml) were heated under reflux for 8 hours. The solvent was evaporated in vacuo and the residue was partitioned between chloroform and water. The aqueous layer was extracted twice with chloroform and the combined chloroform layers dried (Na2SO4) and evaporated in vacuo. The residue was re-crystallized from ethyl acetate to give 2-dimethylamino-4-(4-formylpiperazino)pyrimidine (2.7 g), m.p. 116° C.

Workup

  1. temperatureunder reflux for 8 hours
  2. customThe solvent was evaporated in vacuo
  3. customthe residue was partitioned between chloroform and water
  4. extractionThe aqueous layer was extracted twice with chloroform
  5. dry with materialthe combined chloroform layers dried (Na2SO4)
  6. customevaporated in vacuo
  7. customThe residue was re-crystallized from ethyl acetate

Sources & evidence

ORD record
ord-9f449ef656d04f6691c1e348827a78fc
Source dataset
uspto-grants-1984_11
Patent number
US04483857

Reaction notes

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