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

HRID 1011171Notes

Reaction equation

HRID 1011171 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][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][O:18]2)=[C:8]([NH2:25])[N:7]=1)[CH2:2][CH2:3][CH3:4].Cl>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][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][O:18]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 576998182-Butyloxy-8-methoxy-9-[2-(tetrahydro-2H-pyran-2-yl)ethyl]-9H-Purin-6-amine

Product 1

HCID 576998136-Amino-2-butyloxy-9-[2-(tetrahydro-2H-Pyran-2-yl)ethyl]-7,9-dihydro-8H-Purin-8-oneYield 92.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 2-butyloxy-8-methoxy-9-[2-(tetrahydro-2H-pyran-2-yl)ethyl]-9H-purin-6-amine (88 mg) in methanol (2 mL) was treated with 4N HCl in 1,4-dioxane (1 mL) for 1 h. The reaction was evaporated and the residue treated with water then basified with saturated sodium bicarbonate solution. The resulting white solid was filtered, washed with water and dried to give the title compound (78.1 mg).

Workup

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

Sources & evidence

ORD record
ord-d2d046511c234a70a5a345c6c99d92db
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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