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

HRID 1011174Notes

Reaction equation

HRID 1011174 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][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]([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][O:19][CH2:18]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 576997902-Butyloxy-8-methoxy-9-[2-(tetrahydro-3-furanyl)ethyl]-9H-Purin-6-amine

Product 1

HCID 576998086-Amino-2-butyloxy-9-[2-(tetrahydro-3-furanyl)ethyl]-7,9-dihydro-8H-Purin-8-oneYield 66.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 2-butyloxy-8-methoxy-9-[2-(tetrahydro-3-furanyl)ethyl]-9H-purin-6-amine (102 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 (65 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-fe9a592a20f142fbadf26b7e219379ac
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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