Sodium Hydroxide → 7-Chloro-2-methyl-1H-pyrrolo[2,3-C]pyridine

HRID 875394Notes

Reaction equation

HRID 875394 reaction equation
[Cl:1][C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[CH:10]=[C:9]([CH3:11])[N:8](S(C3C=CC=CC=3)(=O)=O)[C:7]=12.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[CH:10]=[C:9]([CH3:11])[NH:8][C:7]=12

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 867206267-chloro-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-c]pyridine

Product 1

HCID 115428387-Chloro-2-methyl-1H-pyrrolo[2,3-C]pyridineYield 93%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 7-chloro-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-c]pyridine (220 mg, 0.71 mmol) in ethanol (10 mL), a solution of sodium hydroxide (10%, 6 mL) was added and the reaction mixture was stirred at room temperature for about 16 hours. The solvent was removed under vacuum. The residue was taken up in ethyl acetate washed with water and brine, dried over anhydrous sodium sulfate & concentrated under vacuum to give 7-chloro-2-methyl-1H-pyrrolo[2,3-c]pyridine (110 mg, 92% yield).

Workup

  1. customThe solvent was removed under vacuum
  2. washwashed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-fb55c381f7f246e2b02d4e4932adcc3c
Source dataset
uspto-grants-2015_03
Patent number
US08980911B2

Reaction notes

Loading…