Sodium Hydroxide → HCID 18332784, compound

HRID 2269118Notes

Reaction equation

HRID 2269118 reaction equation
[NH2:1][C:2]1[N:10]=[C:9](Cl)[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[CH2:19]([NH2:24])[C:20]([CH3:23])([CH3:22])[CH3:21].[OH-].[Na+]>C(O)CCC>[NH2:1][C:2]1[N:10]=[C:9]([NH:24][CH2:19][C:20]([CH3:23])([CH3:22])[CH3:21])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 79882NeopentylamineHCID 2764829-Benzyl-2-chloro-9h-purin-6-amine

Product 1

HCID 18332784HCID 18332784, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
100 °C

Procedure

6-Amino-9-benzyl-2-chloropurine (100 mg, 0.385 mmol) and neo-pentylamine (336 mg, 3.85 mmol) suspended in 1-butanol (10 ml) were heated at 100° C. for 10 hours in autoclave. The reaction mixture was condensed in vacuo. To the residue was added 1N aqueous sodium hydroxide and the solution was extracted with chloroform. The organic layer was dried on sodium sulfate, filtered and the solvent in the filtrate was evaporated in vacuo. The residue was purified with silica gel chromatography (2% methanol/chloroform) to give the subject compound (88 mg, yield 74%).

Workup

  1. customcondensed in vacuo
  2. extractionthe solution was extracted with chloroform
  3. customThe organic layer was dried on sodium sulfate
  4. filtrationfiltered
  5. customthe solvent in the filtrate was evaporated in vacuo
  6. customThe residue was purified with silica gel chromatography (2% methanol/chloroform)

Sources & evidence

ORD record
ord-ef7a4e8e10c04fa9a854936be880e2d3
Source dataset
uspto-grants-2001_12
Patent number
US06329381B1

Reaction notes

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