Hydrochloric Acid → 6-Amino-2-(butyloxy)-9-[3-(tetrahydro-3-furanyl)propyl]-7,9-dihydro-8H-purin-8-one

HRID 1011206Notes

Reaction equation

HRID 1011206 reaction equation
[CH2:1]([O:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[C:11]([O:23]C)[N:12]2[CH2:15][CH2:16][CH2:17][CH:18]2[CH2:22][CH2:21][O:20][CH2:19]2)=[C:8]([NH2:25])[N:7]=1)[CH2:2][CH2:3][CH3:4].Cl.[OH-].[Na+]>CO.O1CCOCC1>[NH2:25][C:8]1[N:7]=[C:6]([O:5][CH2:1][CH2:2][CH2:3][CH3:4])[N:14]=[C:13]2[C:9]=1[NH:10][C:11](=[O:23])[N:12]2[CH2:15][CH2:16][CH2:17][CH:18]1[CH2:22][CH2:21][O:20][CH2:19]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 576996812-(Butyloxy)-8-(methyloxy)-9-[3-(tetrahydro-3-furanyl)propyl]-9H-purin-6-amine

Product 1

HCID 576995966-Amino-2-(butyloxy)-9-[3-(tetrahydro-3-furanyl)propyl]-7,9-dihydro-8H-purin-8-oneYield 70%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2-(butyloxy)-8-(methyloxy)-9-[3-(tetrahydro-3-furanyl)propyl]-9H-purin-6-amine (110 mg, 0.315 mmol) in methanol (9 ml) at room temperature was added 4M HCl in dioxane (1.89 ml). The pale yellow solution was stirred at room temperature for 18 hrs and then neutralised with 2M sodium hydroxide solution and evaporated to give a white solid. Trituration with water and filtration afforded the title compound as a cream solid (74 mg).

Workup

  1. customevaporated
  2. customto give a white solid
  3. filtrationTrituration with water and filtration

Sources & evidence

ORD record
ord-20cebc6e456c41ad8c16fb90837aa8a4
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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