Trifluoroacetic acid → HCID 178448284, compound

HRID 1011075Notes

Reaction equation

HRID 1011075 reaction equation
[CH3:1][C@@H:2]([O:6][C:7]1[N:15]=[C:14]2[C:10]([N:11]=[C:12]([O:22][CH3:23])[N:13]2C2CCCCO2)=[C:9]([NH2:24])[N:8]=1)[CH2:3][CH2:4][CH3:5].[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28]>CO.C(OCC)(=O)C>[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28].[CH3:1][C@@H:2]([O:6][C:7]1[NH:8][C:9]([NH2:24])=[C:10]2[C:14]([N:15]=1)=[N:13][C:12]([O:22][CH3:23])=[N:11]2)[CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 576995882-{[(1R)-1-Methylbutyl]oxy}-8-(methyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

Product 1

HCID 178448284HCID 178448284, compoundYield 73.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-{[(1R)-1-methylbutyl]oxy}-8-(methyloxy)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (4.8 g, 14.31 mmol) in methanol (100 ml) was added trifluoroacetic acid (8 ml, 104 mmol). The reaction mixture was stirred at room temperature for 72 hours. The solvent was removed in vacuo to give a pale yellow solid which was suspended in ethyl acetate (30 ml). The precipitate was filtered off and washed with further ethyl acetate until the filtrate was colourless. The remaining solid was dried by air and then in vacuo to give the title compound as a cream solid (3.85 g).

Workup

  1. customThe solvent was removed in vacuo
  2. customto give a pale yellow solid which
  3. filtrationThe precipitate was filtered off
  4. washwashed with further ethyl acetate until the filtrate
  5. customThe remaining solid was dried by air

Sources & evidence

ORD record
ord-f7a0f0cf1ec649c59c004d1d0d35cf8b
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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