HCID 56850808, compound → HCID 56850809, compound

HRID 1926094Notes

Reaction equation

HRID 1926094 reaction equation
[O:1]([C:8]1[C:9]2[N:16]([CH2:17][CH:18]([O:22]CC)[O:19]CC)[CH:15]=[CH:14][C:10]=2[N:11]=[CH:12][N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>ClCCl.FC(F)(F)C(O)=O>[O:1]([C:8]1[C:9]2[N:16]([CH2:17][CH:18]([OH:22])[OH:19])[CH:15]=[CH:14][C:10]=2[N:11]=[CH:12][N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 56850808HCID 56850808, compound

Product 1

HCID 56850809HCID 56850809, compoundYield 90.6%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

4-Phenoxy-5-(2,2-diethoxyethyl)-5H-pyrrolo[3,2-d]pyrimidine (1.1 g) was dissolved in dichloromethane (4.53 mL)/trifluoroacetic acid (4.53 mL), and the mixture was stirred at room temperature for 16 hrs. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate (100 mL). The mixture was washed with saturated aqueous sodium hydrogen carbonate (80 mL), and the organic layer was dried over magnesium sulfate and concentrated under reduced pressure to give the title compound (826 mg) as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate (100 mL)
  3. washThe mixture was washed with saturated aqueous sodium hydrogen carbonate (80 mL)
  4. dry with materialthe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-af161413c8ac4257a5f28ba744efc0cd
Source dataset
uspto-grants-2012_05
Patent number
US08178543B2

Reaction notes

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