Iodine → HCID 178422150, compound

HRID 1527305Notes

Reaction equation

HRID 1527305 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 then dried under vacuum. MS (LC/MS): 260.0 [M+H]+; tR (HPLC conditions k): 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-f50e95164ca641cda9cc78c5c70e8ef5
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

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