Hydrochloric Acid → HCID 56851169, compound

HRID 1787033Notes

Reaction equation

HRID 1787033 reaction equation
C([O:3][CH:4](OCC)[C:5]1[NH:13][C:12]2[C:11]([O:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[N:10][CH:9]=[N:8][C:7]=2[CH:6]=1)C.Cl.[OH-].[Na+]>O1CCCC1>[O:14]([C:11]1[C:12]2[NH:13][C:5]([CH:4]=[O:3])=[CH:6][C:7]=2[N:8]=[CH:9][N:10]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 56851168HCID 56851168, compound

Product 1

HCID 56851169HCID 56851169, compoundYield 90.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

6-(Diethoxymethyl)-4-phenoxy-5H-pyrrolo[3,2-d]pyrimidine (3.15 g) was dissolved in tetrahydrofuran (40 mL), 1N hydrochloric acid (40 mL) was added, and the mixture was stirred at room temperature for 2 hrs. The reaction mixture was neutralized with 1N aqueous sodium hydroxide solution, and extracted with a mixed solvent of ethyl acetate/tetrahydrofuran=1/1. The organic layer washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The precipitate was collected by filtration and dried to give the title compound (2.17 g) as a yellow powder.

Workup

  1. extractionextracted with a mixed solvent of ethyl acetate/tetrahydrofuran=1/1
  2. washThe organic layer washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. filtrationThe precipitate was collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-8adceef9c7d44a198d276a70cf3cca72
Source dataset
uspto-grants-2009_03
Patent number
US07507740B2

Reaction notes

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