Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092265Generated: October 30, 2026

p-Toluenesulfonic acid → 5-Bromopyrazolo[3,4-b]pyridine

https://huagongshe.com/reaction/2092265

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantHydrazineHCID 9321—
Reactant5-Bromo-2-fluoro-3-pyridinecarboxaldehydeHCID 45480192—
SolventWaterHCID 962—
SolventIsopropanolHCID 3776—
Product5-Bromopyrazolo[3,4-b]pyridineHCID 40427454—

Reaction Conditions

Temperature145 °C

Reaction Steps

A mixture of 5-bromo-2-fluoronicotinaldehyde (0.580 g, 2.8 mmol), 4-methylbenzenesulfonic acid (0.060 g, 0.35 mmol) and anhydrous hydrazine (0.450 ml, 14 mmol) in 5 mL of i-PrOH was heated at 145° C. for 15 min in the microwave (Initiator by Biotage). The reaction was diluted with H2O and the solid was filtered washed with H2O and air-dried to give a white amorphous solid. MS (M+H)+ 198, 200.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440674B2
Source datasetuspto-grants-2013_05
ORD IDord-27a78b77ed214417b9b4546aaba7f86f
Source noteuspto-grants-2013_05