Hydrochloric Acid → 6-Amino-2-butoxy-9-(tetrahydrofuran-3-ylmethyl)-7,9-dihydro-8H-purin-8-one

HRID 1011178Notes

Reaction equation

HRID 1011178 reaction equation
[CH2:1]([O:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[C:11]([O:21]C)[N:12]2[CH2:15][CH:16]2[CH2:20][CH2:19][O:18][CH2:17]2)=[C:8]([NH2:23])[N:7]=1)[CH2:2][CH2:3][CH3:4].Cl.O.C(=O)(O)[O-].[Na+]>CO.O1CCOCC1>[NH2:23][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:21])[N:12]2[CH2:15][CH:16]1[CH2:20][CH2:19][O:18][CH2:17]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 576996032-Butoxy-8-methoxy-9-(tetrahydrofuran-3-ylmethyl)-9H-purin-6-amine

Product 1

HCID 250251676-Amino-2-butoxy-9-(tetrahydrofuran-3-ylmethyl)-7,9-dihydro-8H-purin-8-one

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

2-Butoxy-8-methoxy-9-(tetrahydrofuran-3-ylmethyl)-9H-purin-6-amine (Isomer 2, 178 mg) was suspended in methanol (2 ml) and 4N HCl in dioxan (1 ml) added. The resulting clear solution was stripped and the residue treated with water and basified with saturated aqueous sodium bicarbonate. The solid obtained was filtered, washed with water and dried to give the title compound (isomer 2), yield 72 mg (low due to mechanical losses).

Workup

  1. customThe solid obtained
  2. filtrationwas filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-2d0c329f286c4534a891cdfe28c19037
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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