Trifluoroacetic acid → HCID 178493998, compound

HRID 1011049Notes

Reaction equation

HRID 1011049 reaction equation
[CH3:1][CH:2]([O:4][CH2:5][CH2:6][O:7][C:8]1[N:16]=[C:15]2[C:11]([N:12]=[C:13]([O:23][CH3:24])[N:14]2C2CCCCO2)=[C:10]([NH2:25])[N:9]=1)[CH3:3].[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29]>CO>[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29].[CH3:3][CH:2]([O:4][CH2:5][CH2:6][O:7][C:8]1[N:16]=[C:15]2[C:11]([N:12]=[C:13]([O:23][CH3:24])[NH:14]2)=[C:10]([NH2:25])[N:9]=1)[CH3:1]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 576996792-([2-[(1-Methylethyl)oxy]ethyl}oxy)-8-(methoxy)-9-(tetrahydro-2H-Pyran-2-yl)-9H-purin-6-amine

Product 1

HCID 178493998HCID 178493998, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 2-({2-[(1-methylethyl)oxy]ethyl}oxy)-8-(methoxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (4.5 g, 14 mmol) in methanol (30 ml) was added trifluoroacetic acid (8 ml), stirred for 10 min and held at room temperature for 2 days. Filtered to give the crude product which was purified by preparative hplc (Gilson GX-281 instrument with YMC C18 5.0 um column (250×20 mm) eluting with water containing TFA (0.1%): acetonitrile 30-60%. This gave the title compound 2.1 g.

Workup

  1. waitheld at room temperature for 2 days
  2. filtrationFiltered
  3. customto give the crude product which
  4. customwas purified by preparative hplc (Gilson GX-281 instrument with YMC C18 5.0 um column (250×20 mm)
  5. washeluting with water
  6. additioncontaining TFA (0.1%)

Sources & evidence

ORD record
ord-d59705405507410c9cc49b79ac6bc526
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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