Phosphorus oxychloride → 4-Bromo-7-chloro-1H-pyrazolo[3,4-c]pyridine

HRID 2171235Notes

Reaction equation

HRID 2171235 reaction equation
P(Cl)(Cl)([Cl:3])=O.[Br:6][C:7]1[CH:12]=[N+:11]([O-])[CH:10]=[C:9]2[NH:14][N:15]=[CH:16][C:8]=12>O>[Br:6][C:7]1[CH:12]=[N:11][C:10]([Cl:3])=[C:9]2[NH:14][N:15]=[CH:16][C:8]=12

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178526230HCID 178526230, compound

Product 1

HCID 896666974-Bromo-7-chloro-1H-pyrazolo[3,4-c]pyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Phosphorus oxychloride (2 ml) was added to 4-bromo-1H-pyrazolo[3,4-c]pyridine 6-oxide (148 mg) obtained in the 1st step, followed by stirring at room temperature for 3 hours. The reaction solution was poured into water, followed by extraction with ethyl acetate. An insoluble precipitate was removed and then the solvent was distilled away under reduced pressure. A yellow solid of 4-bromo-7-chloro-1H-pyrazolo[3,4-c]pyridine (126 mg) was thus obtained.

Workup

  1. customobtained in the 1st step
  2. extractionfollowed by extraction with ethyl acetate
  3. customAn insoluble precipitate was removed
  4. distillationthe solvent was distilled away under reduced pressure

Sources & evidence

ORD record
ord-f0a1450ff6a84cbaaf5c61db7ffd44c9
Source dataset
uspto-grants-2015_06
Patent number
US09051310B2

Reaction notes

Loading…