Hydrochloric Acid → 6-Amino-2-(butylamino)-9-[3-(tetrahydro-2H-Pyran-4-yl)propyl]-7,9-dihydro-8H-Purin-8-one

HRID 1011202Notes

Reaction equation

HRID 1011202 reaction equation
[CH2:1]([NH:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[C:11]([O:24]C)[N:12]2[CH2:15][CH2:16][CH2:17][CH:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)=[C:8]([NH2:26])[N:7]=1)[CH2:2][CH2:3][CH3:4].Cl.O1CCOCC1>CO>[NH2:26][C:8]1[N:7]=[C:6]([NH:5][CH2:1][CH2:2][CH2:3][CH3:4])[N:14]=[C:13]2[C:9]=1[NH:10][C:11](=[O:24])[N:12]2[CH2:15][CH2:16][CH2:17][CH:18]1[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 57699840N2-Butyl-8-(methyloxy)-9-[3-(tetrahydro-2H-pyran-4-yl)propyl]-9H-purine-2,6-diamine

Product 1

HCID 250267606-Amino-2-(butylamino)-9-[3-(tetrahydro-2H-Pyran-4-yl)propyl]-7,9-dihydro-8H-Purin-8-oneYield 71.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N2-butyl-8-(methyloxy)-9-[3-(tetrahydro-2H-pyran-4-yl)propyl]-9H-purine-2,6-diamine (93.13 mg, 0.257 mmol) in methanol (10 ml) was added 4M HCl in dioxane (1.5 ml, 6 mmol) and the mixture stirred at room temperature overnight. The solvent was evaporated under a steam of nitrogen and the residue was redissolved in methanol (5 ml) and loaded onto a 5 g aminopropyl SPE cartridge and eluted with methanol. The eluant was evaporated under a stream of nitrogen to give the title compound (64 mg).

Workup

  1. customThe solvent was evaporated under a steam of nitrogen
  2. dissolutionthe residue was redissolved in methanol (5 ml)
  3. washeluted with methanol
  4. customThe eluant was evaporated under a stream of nitrogen

Sources & evidence

ORD record
ord-66fc6fd9c9ba4ddb9219bab59af09689
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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