N-Iodosuccinimide → HCID 57990125, compound

HRID 245653Notes

Reaction equation

HRID 245653 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:6]([NH2:14])=[CH:7][CH:8]=[C:9]2[C:13]=1[NH:12][N:11]=[CH:10]2)=[O:4].[I:15]N1C(=O)CCC1=O>C(#N)C>[CH3:1][O:2][C:3]([C:5]1[C:6]([NH2:14])=[C:7]([I:15])[CH:8]=[C:9]2[C:13]=1[NH:12][N:11]=[CH:10]2)=[O:4]

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 12637848Methyl 6-amino-1H-indazole-7-carboxylate

Product 1

HCID 57990125HCID 57990125, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 500 mg (2.61 mmol) of 6-amino-1H-indazole-7-carboxylic acid methyl ester, prepared as in step a in example 10, in 5 mL of acetonitrile is added 1.29 g (5.73 mmol) of N-iodosuccinimide. The reaction mixture is stirred at ambient temperature for 1 hour and at 50° C. for 6 hours. The solvent is then evaporated and the residue is suspended in water. Filtration affords 750 mg (91%) of the product as a brown solid; LC/MS:318/319 (M+H)+.

Workup

  1. customThe solvent is then evaporated
  2. filtrationFiltration

Sources & evidence

ORD record
ord-8bb2907b2d384334a897b45265542bf6
Source dataset
uspto-grants-2014_02
Patent number
US08658801B2

Reaction notes

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