Cyclobutylamine → 2-Chloro-N-cyclobutyl-7H-purin-6-amine

HRID 1357000Notes

Reaction equation

HRID 1357000 reaction equation
[CH:1]1([NH2:5])[CH2:4][CH2:3][CH2:2]1.C(N(CC)C(C)C)(C)C.[Cl:15][C:16]1[N:24]=[C:23]2[C:19]([NH:20][CH:21]=[N:22]2)=[C:18](Cl)[N:17]=1>C(O)CCC>[CH:1]1([NH:5][C:18]2[N:17]=[C:16]([Cl:15])[N:24]=[C:23]3[C:19]=2[NH:20][CH:21]=[N:22]3)[CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 75645CyclobutylamineHCID 81531DiisopropylethylamineHCID 53244122,6-Dichloropurine

Product 1

HCID 159655562-Chloro-N-cyclobutyl-7H-purin-6-amine

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
60 °C

Procedure

Cyclobutylamine (20 g, 0.28M) and N,N-diisopropylethylamine (50.4 ml, 0.28M) is added to a suspension of 2,6-dichloropurine (48.4 g, 0.25M) in n-butanol (480 ml). The mixture is stirred at 60° C. for 20 hours. The mnixture is cooled and the precipitate isolated by filtration, washed with n-butanol and dried under vacuum to give 6cyclobutylamino-2-chloropurine;ES+ (M−1) 222.5; mp 237.8° C. dec.

Workup

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

Sources & evidence

ORD record
ord-4b6847a39908448da6d7cd8c0a19d35d
Source dataset
uspto-grants-2003_07
Patent number
US06589950B1

Reaction notes

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