Sodium Hydroxide → 6-Chloro-1H-pyrrolo[2,3-b]pyridine

HRID 269494Notes

Reaction equation

HRID 269494 reaction equation
C(OC([N:6]1[C:10]2=[N:11][C:12]([Cl:15])=[CH:13][CH:14]=[C:9]2[CH:8]=[CH:7]1)=O)C.[OH-].[Na+]>CO>[Cl:15][C:12]1[N:11]=[C:10]2[NH:6][CH:7]=[CH:8][C:9]2=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53399248Ethyl 6-chloro-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Product 1

HCID 113441186-Chloro-1H-pyrrolo[2,3-b]pyridine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 6-Chloro-pyrrolo[2,3-b]pyridine-1-carboxylic acid ethyl ester (400 mg, 1.78 mmol) in MeOH (35 mL) was added 1N NaOH (13 mL). The solution was stirred at RT for 6 h and evaporated the solvent. The residue was neutralized with sat. NaHCO3 and the resulting precipitate was collected by filtration. After washing with water, the solid was dried on the pump for direct use (260 mg, 1.71 mmol, 96%). MS (ES+): m/e=153.1 (M+H); LC: 2.85 min.

Workup

  1. customevaporated the solvent
  2. filtrationthe resulting precipitate was collected by filtration
  3. washAfter washing with water
  4. customthe solid was dried on the pump for direct use (260 mg, 1.71 mmol, 96%)
  5. custom2.85 min.

Sources & evidence

ORD record
ord-e51b2f56ff3b4963b8f2d3fb914b04ed
Source dataset
uspto-grants-2008_11
Patent number
US07446199B2

Reaction notes

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