Sodium Hydroxide → 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-2-Methyl-

HRID 1260652Notes

Reaction equation

HRID 1260652 reaction equation
COC([N:5]1[C:9]2=[N:10][C:11]([Cl:14])=[CH:12][CH:13]=[C:8]2[CH:7]=[C:6]1[CH3:15])=O.[OH-].[Na+]>CO>[Cl:14][C:11]1[N:10]=[C:9]2[NH:5][C:6]([CH3:15])=[CH:7][C:8]2=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 73013581HCID 73013581, compound

Product 1

HCID 210617341H-Pyrrolo[2,3-b]pyridine, 6-chloro-2-Methyl-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-Chloro-2-methyl-pyrrolo[2,3-b]pyridine-1-carboxylic acid methyl ester (0.225 g, 1 mmol) is dissolved in methanol (30 ml) and 1M NaOH (10 ml) and stirred at room temperature overnight. The methanol is removed in vacuo and the resulting white suspension is extracted with chloroform (3×20 ml), dried (MgSO4) and concentrated in vacuo to yield a white powder which is dried under high vacuum to yield the titled product. (MH+ 167).

Workup

  1. customThe methanol is removed in vacuo
  2. extractionthe resulting white suspension is extracted with chloroform (3×20 ml)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customto yield a white powder which
  6. customis dried under high vacuum

Sources & evidence

ORD record
ord-4ae34c72b2d845f69495281f9076dccb
Source dataset
uspto-grants-2013_06
Patent number
US08470848B2

Reaction notes

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