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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1263489Generated: October 31, 2026

Bromine → 5-Bromo-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-one

https://huagongshe.com/reaction/1263489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
Reactant1-phenyl-7H-pyrazolo[5,4-b]pyridin-6-oneHCID 135854282—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product5-Bromo-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-oneHCID 13585428068%

Reaction Steps

Bromine (76 μl, 1.47 mmol) was added to a solution of 1-phenyl-1,7-dihydropyrazolo[3,4-b]pyridin-6-one (0.31 g, 1.47 mmol) in acetic acid (7 ml) and the mixture was stirred for 30 min. The suspension was diluted with water, stirred for 10 min and then the precipitate filtered off, washing with water. The product was dried in a desiccator at 40° C. under vacuum for 17 h to give 5-bromo-1,7-dihydro-1-phenylpyrazolo[3,4-b]pyridin-6-one (0.29 g, 68%) as a brown solid. δH (400 MHz; DMSO) 7.32-7.37 (1H, m), 7.52-7.58 (2H, m), 8.12-8.24 (3H, m), 8.50 (1H, s); m/z (ES+) 290 (M+H+), 292 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06541484B2
Source datasetuspto-grants-2003_04
ORD IDord-952c512eebfc4b449c4344bdad50592d
Source noteuspto-grants-2003_04