Trifluoroacetic acid → HCID 178493994, compound

HRID 1010979Notes

Reaction equation

HRID 1010979 reaction equation
[CH:1]1([CH2:4][CH2:5][O:6][C:7]2[N:15]=[C:14]3[C:10]([N:11]=[C:12]([O:22][CH3:23])[N:13]3C3CCCCO3)=[C:9]([NH2:24])[N:8]=2)[CH2:3][CH2:2]1.[C:25]([OH:31])([C:27]([F:30])([F:29])[F:28])=[O:26].CCOC(C)=O>CO>[F:28][C:27]([F:30])([F:29])[C:25]([OH:31])=[O:26].[CH:1]1([CH2:4][CH2:5][O:6][C:7]2[N:15]=[C:14]3[C:10]([N:11]=[C:12]([O:22][CH3:23])[NH:13]3)=[C:9]([NH2:24])[N:8]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 8857Ethyl AcetateHCID 576996292-[(2-Cyclopropylethyl)oxy]-8-methoxy-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

Product 1

HCID 178493994HCID 178493994, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-[(2-Cyclopropylethyl)oxy]-8-methoxy-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (845 mg) was dissolved in MeOH (10 mL) and TFA (1 mL) was added. The reaction was stirred over a weekend and was evaporated to dryness under reduced pressure to give a brown solid. EtOAc was added and the solid was filtered off and washed with more EtOAc (15 mL EtOAc used in total). The solid was then washed with Et2O (5 mL) and air-dried under suction to give the title compound as an off-white solid (937 mg).

Workup

  1. customwas evaporated to dryness under reduced pressure
  2. customto give a brown solid
  3. filtrationthe solid was filtered off
  4. washwashed with more EtOAc (15 mL EtOAc used in total)
  5. washThe solid was then washed with Et2O (5 mL)
  6. customair-dried under suction

Sources & evidence

ORD record
ord-2c46f7b4dbae404d8a52d6c3d32fde52
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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