1,3-Dibromo-5,5-dimethylhydantoin → 5-Bromo-2,3-dihydro-7-azaindole

HRID 2068010Notes

Reaction equation

HRID 2068010 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][N:8]=2)[CH2:3][CH2:2]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[Br:22]N1C(C)(C)C(=O)N(Br)C1=O>C(Cl)Cl>[Br:22][C:6]1[CH:5]=[C:4]2[C:9](=[N:8][CH:7]=1)[NH:1][CH2:2][CH2:3]2

Participants

5

Reactant 3

HCID 64791,3-Dibromo-5,5-dimethylhydantoinHCID 521998p-Toluenesulfonic acid monohydrateHCID 100118891H,2H,3H-pyrrolo(2,3-b)pyridine

Product 1

HCID 219640795-Bromo-2,3-dihydro-7-azaindole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The bromination may be carried out by any of the procedures known for such a reaction. The bromination may be carried out, for example, by mixing 7-azaindoline, p-toluene sulphonic acid monohydrate and 1,3-dibromo-5,5-dimethylhydantoin in methylene chloride and stirring the mixture at for example ambient temperature for a period of time, for example 3 hours. Extraction and purification gives 5-bromo-7-azaindoline.

Workup

  1. customa reaction
  2. customfor example 3 hours
  3. extractionExtraction and purification

Sources & evidence

ORD record
ord-b8e5e9a1fb6a47f4978b38d91ffb987c
Source dataset
uspto-grants-2012_10
Patent number
US08293902B2

Reaction notes

Loading…