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

HRID 1011158Notes

Reaction equation

HRID 1011158 reaction equation
[CH2:1]([O:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[C:11]([O:22]C)[N:12]2[CH2:15][CH2:16][CH:17]2[CH2:21][CH2:20][CH2:19][O:18]2)=[C:8]([NH2:24])[N:7]=1)[CH2:2][CH2:3][CH3:4].Cl.[OH-].[Na+].C(=O)([O-])O.[Na+]>CO.O1CCOCC1.Cl>[NH2:24][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:22])[N:12]2[CH2:15][CH2:16][CH:17]1[CH2:21][CH2:20][CH2:19][O:18]1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 576996172-Butoxy-8-methoxy-9-[2-(tetrahydrofuran-2-yl)ethyl]-9H-Purin-6-amine

Product 1

HCID 250253606-Amino-2-butoxy-9-[2-(tetrahydrofuran-2-yl)ethyl]-7,9-dihydro-8H-Purin-8-one

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidCatalystHCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

2-Butoxy-8-methoxy-9-[2-(tetrahydrofuran-2-yl)ethyl]-9H-purin-6-amine (122 mg) was dissolved in methanol (2 ml) and 4N hydrogen chloride in dioxan (1 ml) added. After 4 h the reaction mixture was made basic with 2N sodium hydroxide (2.2 ml) then the organic solvents stripped. A few drops of 2N hydrochloric acid were added and the pH adjusted back to 7-8 with saturated sodium hydrogen carbonate. The resulting solid was filtered, washed and dried to give the title compound as a solid, yield 65 mg.

Workup

  1. filtrationThe resulting solid was filtered
  2. washwashed
  3. customdried

Sources & evidence

ORD record
ord-c970713c1e074a7e85727ba9a2192ae8
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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