Potassium Carbonate → HCID 178515692, compound

HRID 273330Notes

Reaction equation

HRID 273330 reaction equation
C([O:4][C:5]1[N:10]=[C:9]2[N:11](C(=O)C)[CH:12]=[CH:13][C:8]2=[CH:7][CH:6]=1)(=O)C.C([O-])([O-])=O.[K+].[K+]>CO.O>[NH:11]1[C:9]2=[N:10][C:5]([OH:4])=[CH:6][CH:7]=[C:8]2[CH:13]=[CH:12]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 247293951-Acetyl-1H-pyrrolo[2,3-b]pyridin-6-yl acetate

Product 1

HCID 178515692HCID 178515692, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

A mixture of 1-acetyl-1H-pyrrolo[2,3-b]pyridin-6-yl acetate (0.635 g, 2.9 mmol) and K2CO3 (1.6 g, 12 mmol) in MeOH/H2O (20 mL/20 mL) was stirred at room temperature for 12 h. The reaction mixture was concentrated to half its volume and extracted with CHCl3. The organic layer was dried over anhydrous MgSO4 and evaporated to give a residue, which was further purified on a silica gel column to give 1H-pyrrolo[2,3-b]pyridin-6-ol (0.233 g, 60%).

Workup

  1. concentrationThe reaction mixture was concentrated to half its volume
  2. extractionextracted with CHCl3
  3. dry with materialThe organic layer was dried over anhydrous MgSO4
  4. customevaporated
  5. customto give a residue, which
  6. customwas further purified on a silica gel column

Sources & evidence

ORD record
ord-3ffd5ab5378e441c9a9471e2fdedae68
Source dataset
uspto-grants-2008_11
Patent number
US07456289B2

Reaction notes

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