Triethylamine → 2-Chloro-6-(4-chlorobenzylamino)purine

HRID 2215650Notes

Reaction equation

HRID 2215650 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4](Cl)[N:3]=1.C(N(CC)CC)C.[Cl:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24][NH2:25])=[CH:22][CH:21]=1>C(O)C>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([NH:25][CH2:24][C:23]2[CH:26]=[CH:27][C:20]([Cl:19])=[CH:21][CH:22]=2)[N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 660364-ChlorobenzylamineHCID 53244122,6-Dichloropurine

Product 1

HCID 219518362-Chloro-6-(4-chlorobenzylamino)purine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a suspension of 15 g (0.0794 mol) of 2,6-dichloropurine in 250 mL of absolute ethanol was added 12.7 mL (0.0873 mol) of triethylamine and 10.62 mL (0.0873 mol) of 4-chlorobenzylamine. The mixture was refluxed at 80° C. for 16 h (the formation of creamy white precipitate was observed). The reaction mixture was cooled and the precipitated product was removed by filtration. The precipitate was washed with ethanol (350 mL) and dried in high vacuum for 24 h. Product was characterized by 1H-NMR.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customthe precipitated product was removed by filtration
  3. washThe precipitate was washed with ethanol (350 mL)
  4. customdried in high vacuum for 24 h

Sources & evidence

ORD record
ord-925ebb556e1b4c25803035cfbabc0183
Source dataset
uspto-grants-2006_09
Patent number
US07109330B2

Reaction notes

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