Hydrochloric Acid → 6-Amino-2-butyloxy-9-[(2,2-dimethyltetrahydro-2H-Pyran-4-yl)methyl]-7,9-dihydro-8H-Purin-8-one

HRID 1011172Notes

Reaction equation

HRID 1011172 reaction equation
[CH2:1]([O:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[C:11]([O:24]C)[N:12]2[CH2:15][CH:16]2[CH2:21][CH2:20][O:19][C:18]([CH3:23])([CH3:22])[CH2:17]2)=[C:8]([NH2:26])[N:7]=1)[CH2:2][CH2:3][CH3:4].Cl>CO.O1CCOCC1>[NH2:26][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:24])[N:12]2[CH2:15][CH:16]1[CH2:21][CH2:20][O:19][C:18]([CH3:23])([CH3:22])[CH2:17]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 576996052-Butyloxy-9-[(2,2-dimethyltetrahydro-2H-pyran-4-yl)methyl]-8-methoxy-9H-purin-6-amine

Product 1

HCID 576996476-Amino-2-butyloxy-9-[(2,2-dimethyltetrahydro-2H-Pyran-4-yl)methyl]-7,9-dihydro-8H-Purin-8-oneYield 78.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 2-butyloxy-9-[(2,2-dimethyltetrahydro-2H-pyran-4-yl)methyl]-8-methoxy-9H-purin-6-amine (161 mg) in methanol (1 mL) was treated with 4N HCl in 1,4-dioxane (0.5 mL) for 1 h. The reaction was evaporated and the residue treated with water then basified with saturated sodium bicarbonate solution. The resulting solid was filtered, washed with water and dried to give the title compound (122 mg).

Workup

  1. customThe reaction was evaporated
  2. additionthe residue treated with water
  3. filtrationThe resulting solid was filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-7119fe8618e44ac5862c073ac399e21d
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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