Cyclopropylamine → 2-Chloro-N-cyclopropyl-9H-purin-6-amine

HRID 1356999Notes

Reaction equation

HRID 1356999 reaction equation
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[Cl:5][C:6]1[N:14]=[C:13]2[C:9]([NH:10][CH:11]=[N:12]2)=[C:8](Cl)[N:7]=1>C(O)CCC>[CH:1]1([NH:4][C:8]2[N:7]=[C:6]([Cl:5])[N:14]=[C:13]3[C:9]=2[NH:10][CH:11]=[N:12]3)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 53244122,6-Dichloropurine

Product 1

HCID 107036252-Chloro-N-cyclopropyl-9H-purin-6-amine

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
60 °C

Procedure

Cyclopropylamine (6.65 g, 0.116M) and N,N-dfisopropylethylamine (20.8 ml, 0.116M) is added to a suspension of 2,6-dichloropurine (20 g,0.106M) in n-butanol (200 ml). The mixture is stirred at 60° C. for 20 hours. The mixture is cooled and the precipitate isolated by filtration, washed with n-butanol and dried under vacuum to give 6-cyclopropylamino-2-chloropurine; ES+ (M+1) 209.5; mp 249.7° C. dec.

Workup

  1. temperatureThe mixture is cooled
  2. customthe precipitate isolated by filtration
  3. washwashed with n-butanol
  4. customdried under vacuum

Sources & evidence

ORD record
ord-8cc535e4f17049948513c170573a1b6d
Source dataset
uspto-grants-2003_07
Patent number
US06589950B1

Reaction notes

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