Hydrochloric Acid → 6-Amino-2-(butylamino)-9-[2-(tetrahydro-3-furanyl)ethyl]-7,9-dihydro-8H-Purin-8-one

HRID 1011176Notes

Reaction equation

HRID 1011176 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][O:19][CH2:18]2)=[C:8]([NH2:24])[N:7]=1)[CH2:2][CH2:3][CH3:4].Cl>CO.O1CCOCC1>[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][O:19][CH2:18]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57699722N2-Butyl-8-(methoxy)-9-[2-(tetrahydro-3-furanyl)ethyl]-9H-Purine-2,6-diamine

Product 1

HCID 576996446-Amino-2-(butylamino)-9-[2-(tetrahydro-3-furanyl)ethyl]-7,9-dihydro-8H-Purin-8-oneYield 64%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of N2-butyl-8-(methoxy)-9-[2-(tetrahydro-3-furanyl)ethyl]-9H-purine-2,6-diamine (181 mg) in methanol (1 mL) was treated with 4N HCl in 1,4-dioxane (0.5 mL) for 1.5 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 (111 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-1d0453273edb4f06977ba853aa00f3c8
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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