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

HRID 2201787Notes

Reaction equation

HRID 2201787 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-c2f3d25158e343b38f80e694e4ec3f1f
Source dataset
uspto-grants-2016_06
Patent number
US09364466B2

Reaction notes

Loading…