Sodium Hydroxide → 3-(2,6-difluoropyridin-4-yl)-1H-pyrrolo[2,3-b]pyridine

HRID 68343Notes

Reaction equation

HRID 68343 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([C:8]2[C:16]3[C:11](=[N:12][CH:13]=[CH:14][CH:15]=3)[N:10](S(C3C=CC=CC=3)(=O)=O)[CH:9]=2)[CH:5]=[C:4]([F:26])[N:3]=1.[OH-].[Na+]>O1CCOCC1>[F:26][C:4]1[CH:5]=[C:6]([C:8]2[C:16]3[C:11](=[N:12][CH:13]=[CH:14][CH:15]=3)[NH:10][CH:9]=2)[CH:7]=[C:2]([F:1])[N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 674403733-(2,6-difluoropyridin-4-yl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 674419563-(2,6-difluoropyridin-4-yl)-1H-pyrrolo[2,3-b]pyridine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of EXAMPLE 56A (8.01 g, 21.6 mmol) and 20% aqueous sodium hydroxide (12 mL, 21.6 mmol) in 1,4-dioxane (75 mL) was heated at 50° C. for 90 minutes. The mixture was concentrated and the residue triturated with water, filtered, and concentrated to give the title compound.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue triturated with water
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-60f99b14e4bf4a2289dea1a169b957a0
Source dataset
uspto-grants-2014_09
Patent number
US08822446B2

Reaction notes

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