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

HRID 1011175Notes

Reaction equation

HRID 1011175 reaction equation
[CH2:1]([NH:5][C:6]1[N:14]=[C:13]2[C:9]([N:10]=[C:11]([O:23]C)[N:12]2[CH2:15][CH2:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][O:18]2)=[C:8]([NH2:25])[N:7]=1)[CH2:2][CH2:3][CH3:4].Cl.O.C(=O)(O)[O-].[Na+]>CO.O1C=COC=C1>[NH2:25][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:23])[N:12]2[CH2:15][CH2:16][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][O:18]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 57699622N2-Butyl-8-(methoxy)-9-[2-(tetrahydro-2H-pyran-2-yl)ethyl]-9H-Purine-2,6-diamine

Product 1

HCID 576996906-Amino-2-(butylamino)-9-[2-(tetrahydro-2H-Pyran-2-yl)ethyl]-7,9-dihydro-8H-Purin-8-one

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 789681,4-DioxinSolvent

Procedure

A solution of N2-butyl-8-(methoxy)-9-[2-(tetrahydro-2H-pyran-2-yl)ethyl]-9H-purine-2,6-diamine (54 mg) in methanol (1 ml) was treated with 4N HCl in dioxin (0.5 ml) and stood for 1.5 h. The solvents were stripped and the residue treated with water and made basic with saturated aqueous sodium bicarbonate. The precipitated material was filtered, washed with water and dried to give the title compound as a solid, yield 22.5 mg.

Workup

  1. filtrationThe precipitated material was filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-6838312a14de4624b0f2973c624f9431
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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