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

HRID 1011159Notes

Reaction equation

HRID 1011159 reaction equation
[CH2:1]([NH: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.O.Cl>[NH2:24][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:22])[N:12]2[CH2:15][CH2:16][CH:17]1[CH2:21][CH2:20][CH2:19][O:18]1

Participants

9

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 57699707N2-Butyl-8-methoxy-9-[2-(tetrahydrofuran-2-yl)ethyl]-9H-Purine-2,6-diamine

Product 1

HCID 250253616-Amino-2-butylamino-9-[2-(tetrahydrofuran-2-yl)ethyl]-7,9-dihydro-8H-purin-8-one

Reagents, catalysts & solvents 4

HCID 313Hydrochloric AcidCatalystHCID 887MethanolSolventHCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

N2-Butyl-8-methoxy-9-[2-(tetrahydrofuran-2-yl)ethyl]-9H-purine-2,6-diamine (107 mg) was dissolved in methanol (2 ml) and 4N hydrogen chloride in dioxan (1 ml) added. After 4 h the solvents were stripped and the residue taken up in water and basified with 2N sodium hydroxide. A few drops of 2N hydrochloric acid were added and the pH adjusted to 7-8 by addition of saturated sodium hydrogen carbonate. The resulting solid was filtered, washed and dried to give the title compound as a solid, yield 101 mg.

Workup

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

Sources & evidence

ORD record
ord-11f3d032e1344bef872ff0ad07ede7cf
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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