Iodine → HCID 178478341, compound

HRID 2206240Notes

Reaction equation

HRID 2206240 reaction equation
[Cl:1][C:2]1[C:7]2[CH:8]=[N:9][NH:10][C:6]=2[CH:5]=[CH:4][N:3]=1.[OH-].[K+].[I:13]I.S([O-])([O-])(=O)=S.[Na+].[Na+]>COCCOC>[Cl:1][C:2]1[C:7]2[C:8]([I:13])=[N:9][NH:10][C:6]=2[CH:5]=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 807IodineHCID 14797Potassium HydroxideHCID 24477Sodium ThiosulfateHCID 468356374-chloro-1H-pyrazolo[4,3-c]pyridine

Product 1

HCID 178478341HCID 178478341, compoundYield 86.5%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
75 °C

Procedure

To a mixture of 4-chloro-1H-pyrazolo[4,3-c]pyridine (4.0 g) and potassium hydroxide (4.4 g) in DME (50 mL) was added iodine (13.3 g) at room temperature. The reaction mixture was stirred at 75° C. for 4 hr. The reaction mixture was added to aqueous sodium thiosulfate solution, and the mixture was left stand overnight, and the resulting solid was collected by filtration to give the title compound (6.3 g).

Workup

  1. waitthe mixture was left stand overnight
  2. filtrationthe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-5e0d89dc4c6544d79511c505d2dcf26b
Source dataset
uspto-grants-2016_06
Patent number
US09371320B2

Reaction notes

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