Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2207892Generated: November 1, 2026

Malonic Acid → 3-(5-Bromopyridin-3-yl)prop-2-enoic acid

https://huagongshe.com/reaction/2207892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
ReactantPiperidineHCID 8082—
Reactant5-Bromo-3-pyridinecarboxaldehydeHCID 2784734—
SolventPyridineHCID 1049—
Product3-(5-Bromopyridin-3-yl)prop-2-enoic acidHCID 2784735154.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

5-Bromo-pyridin-3-carbaldehyde (15.0 g, 80.6 mmol), malonic acid (18.9 g, 181.4 mmol), and piperidine (6.6 mL, 66.9 mmol) were added to pyridine (48.9 mL). The reaction mixture was stirred at 100° C. for 1 hour, concentrated under reduced pressure, and then distilled water was added thereto. The mixture was filtered and then the resulting solid was dried under reduced pressure to give 28.4 g of the titled compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376420B2
Source datasetuspto-grants-2016_06
ORD IDord-cef87d08cec1481d9c16f09a397af3e0
Source noteuspto-grants-2016_06