Water → HCID 69264126, compound

HRID 888124Notes

Reaction equation

HRID 888124 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][N:9]=[C:8]2[C:4]=1[CH:5]=[CH:6][NH:7]2)#[N:2].[Br-:12].[Br-:13].[Br-].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[OH2:33]>CC(O)(C)C>[Br:12][C:5]1([Br:13])[C:4]2[C:3]([C:1]#[N:2])=[CH:11][CH:10]=[N:9][C:8]=2[NH:7][C:6]1=[O:33]

Participants

5

Reactant 3

HCID 962WaterHCID 117151961H-pyrrolo(2,3-b)pyridine-4-carbonitrileHCID 21124087Pyridiniumtribromide

Product 1

HCID 69264126HCID 69264126, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

To a stirred suspension of 4-cyano-7-azaindole (1 g, 6.0 mmol) in t-BuOH (60 mL) was added pyridinium tribromide (6.5 g, 20.19 mmol) by small portions. The solution was stirred at RT for 2 h and water was added. Solvent was evaporated, a solid precipitated which was filtered, rinsed quickly with IPOH and dried to give 3,3-dibromo-2-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile.

Workup

  1. customSolvent was evaporated
  2. customa solid precipitated which
  3. filtrationwas filtered
  4. washrinsed quickly with IPOH
  5. customdried

Sources & evidence

ORD record
ord-315e1018174c4a5dbb76c2024d2b9037
Source dataset
uspto-grants-2012_08
Patent number
US08247556B2

Reaction notes

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