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

HRID 710928Notes

Reaction equation

HRID 710928 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-0272b5da270b44f2ad061e3dd1d0b70f
Source dataset
uspto-grants-2015_11
Patent number
US09181246B2

Reaction notes

Loading…