Sodium Hydroxide → HCID 18332812, compound

HRID 2269117Notes

Reaction equation

HRID 2269117 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.[CH:19]([NH2:23])([CH2:21][CH3:22])[CH3:20].[OH-].[Na+]>C(O)CCC>[NH2:1][C:2]1[N:10]=[C:9]([NH:23][CH:19]([CH2:21][CH3:22])[CH3:20])[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 24874Sec-ButylamineHCID 2764829-Benzyl-2-chloro-9h-purin-6-amine

Product 1

HCID 18332812HCID 18332812, compoundYield 62.8%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
100 °C

Procedure

6-Amino-9-benzyl-2-chloropurine (100 mg, 0.385 mmol) and sec-butylamine (282 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 mixture 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 (71 mg, yield 62.8%).

Workup

  1. customcondensed in vacuo
  2. extractionthe mixture 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-9276a9d567b74b81841a8e5baa1a703b
Source dataset
uspto-grants-2001_12
Patent number
US06329381B1

Reaction notes

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