N-bromobutanimide → HCID 178519375, compound

HRID 2401005Notes

Reaction equation

HRID 2401005 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([CH:10]=[O:11])=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[Br:12]N1C(=O)CCC1=O>CN(C=O)C>[Br:12][C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[C:6]([CH:10]=[O:11])[CH:5]=2)[NH:1][N:2]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 212506441H-Indazole-5-carboxaldehyde

Product 1

HCID 178519375HCID 178519375, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 1H-Indazole-5-carbaldehyde (2.05 mmol) and N-bromosuccinimide (3.08 mmol) in DMF (8 mL) was stirred at rt for 3 h, then concentrated under reduced pressure. Chromatographic purification of the residue (silica gel, hexanes to hexanes:EtOAc, 1:1) afforded 3-bromo-1H-indazole-5-carbaldehyde as pale yellow solid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customChromatographic purification of the residue (silica gel, hexanes to hexanes:EtOAc, 1:1)

Sources & evidence

ORD record
ord-17ea028946f84316bdba40166cfaf88f
Source dataset
uspto-grants-2014_08
Patent number
US08796256B2

Reaction notes

Loading…