Water → HCID 178493436, compound

HRID 1778729Notes

Reaction equation

HRID 1778729 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[N:16]=[CH:15][C:14]3[CH:17]=[N:18][NH:19][C:13]=3[CH:12]=2)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[I:20]N1C(=O)CCC1=O.O>CN(C)C=O>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([C:11]2[N:16]=[CH:15][C:14]3[C:17]([I:20])=[N:18][NH:19][C:13]=3[CH:12]=2)[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 120273N-IodosuccinimideHCID 867228346-(3,5-dimethoxyphenyl)-1H-pyrazolo[4,3-c]pyridine

Product 1

HCID 178493436HCID 178493436, compoundYield 70.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 6-(3,5-dimethoxyphenyl)-1H-pyrazolo[4,3-c]pyridine (0.80 g, 3.1 mmol) and N-iodosuccinimide (0.78 g, 3.4 mmol) in N,N-dimethylformamide (10 mL) was stirred at r.t. over weekend. Water was added to the mixture with stirring. The light brown solid precipitated and was collected by filtration to afford the desired product (0.83 g) which was directly used in next step reaction without further purification. LCMS (M+H)+=382.0.

Workup

  1. stirringwith stirring
  2. customThe light brown solid precipitated
  3. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-0491c059f42d4dceaf5434b590c7a4b3
Source dataset
uspto-grants-2016_02
Patent number
US09266892B2

Reaction notes

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