Ammonium Chloride → 4-Bromo-7-methoxy-1H-pyrazolo[3,4-c]pyridine

HRID 2171236Notes

Reaction equation

HRID 2171236 reaction equation
[CH3:1][O-:2].[Na+].[Br:4][C:5]1[CH:10]=[N:9][C:8](Cl)=[C:7]2[NH:12][N:13]=[CH:14][C:6]=12.[Cl-].[NH4+]>>[Br:4][C:5]1[CH:10]=[N:9][C:8]([O:2][CH3:1])=[C:7]2[NH:12][N:13]=[CH:14][C:6]=12

Participants

4

Reactant 3

HCID 25517Ammonium ChlorideHCID 10942334Sodium MethoxideHCID 896666974-Bromo-7-chloro-1H-pyrazolo[3,4-c]pyridine

Product 1

HCID 896667004-Bromo-7-methoxy-1H-pyrazolo[3,4-c]pyridine

Conditions

Temperature
90 °C

Procedure

Sodium methoxide (28% in MeOH) (3 ml) was added to 4-bromo-7-chloro-1H-pyrazolo[3,4-c]pyridine (126 mg) obtained in the 2nd step, followed by stirring at 90° C. for 5 hours. A saturated ammonium chloride aqueous solution was added to the reaction solution and an insoluble precipitate was collected by filtration. The obtained residue was washed with water and a yellow solid of 4-bromo-7-methoxy-1H-pyrazolo[3,4-c]pyridine (133 mg) was thus obtained.

Workup

  1. customobtained in the 2nd step
  2. filtrationan insoluble precipitate was collected by filtration
  3. washThe obtained residue was washed with water

Sources & evidence

ORD record
ord-da00a2e1a91342838b5824adf9d069e3
Source dataset
uspto-grants-2015_06
Patent number
US09051310B2

Reaction notes

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