Iodine → HCID 178519380, compound

HRID 1949527Notes

Reaction equation

HRID 1949527 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.[I:12]I.[OH-].[K+]>CN(C=O)C>[I: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

5

Reactant 3

HCID 807IodineHCID 14797Potassium HydroxideHCID 212506441H-Indazole-5-carboxaldehyde

Product 1

HCID 178519380HCID 178519380, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1H-indazole-5-carboxaldehyde (670.2 mg, 4.59 mmol) in DMF (5 mL) were added iodine (2.33 g, 9.17 mmol) and potassium hydroxide pellets (1.03 g, 18.36 mmol) at room temperature under stirring. After 4 h, the mixture was quenched with aqueous Na2S2O3 solution and extracted with EtOAc. The combined extracts were washed with brine, dried, and evaporated to afford the title product.

Workup

  1. customthe mixture was quenched with aqueous Na2S2O3 solution
  2. extractionextracted with EtOAc
  3. washThe combined extracts were washed with brine
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-fd30902689e444f78509e63da62afa10
Source dataset
uspto-grants-2013_03
Patent number
US08399681B2

Reaction notes

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