Iodine → HCID 178422150, compound

HRID 1052110Notes

Reaction equation

HRID 1052110 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[CH:10]=[N:9][NH:8][C:5]2=[CH:6][N:7]=1.[I:11]I.[OH-].[K+]>CN(C=O)C.S([O-])([O-])(=O)=S.[Na+].[Na+].O>[I:11][C:10]1[C:4]2[C:5](=[CH:6][N:7]=[C:2]([CH3:1])[CH:3]=2)[NH:8][N:9]=1

Participants

7

Reactant 3

HCID 807IodineHCID 14797Potassium HydroxideHCID 126684875-methyl-1H-pyrazolo[3,4-c]pyridine

Product 1

HCID 178422150HCID 178422150, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 24477Sodium ThiosulfateSolvent

Procedure

To a solution of 5-methyl-1H-pyrazolo[3,4-c]pyridine [76006-06-9](1.00 g, 7.51 mmol) in DMF (15 mL) were added iodine (2.86 g, 11.3 mmol) and potassium hydroxide (1.05 g, 18.8 mmol). The reaction mixture was stirred at RT for 60 h. The mixture was diluted with 10% sodium thiosulfate and water, the resulting suspension was filtered. The solid was washed with water and dried under vacuum. MS (LC/MS): 260.0 [M+H]+; tR (HPLC conditions d): 0.28 min.

Workup

  1. filtrationthe resulting suspension was filtered
  2. washThe solid was washed with water
  3. customdried under vacuum
  4. custom0.28 min.

Sources & evidence

ORD record
ord-93865e07fc454566b6d08724b07853c7
Source dataset
uspto-grants-2016_07
Patent number
US09388199B2

Reaction notes

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