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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1854591Generated: October 28, 2026

Potassium Carbonate → 5-(6-Bromopyridin-2-yl)oxazole

https://huagongshe.com/reaction/1854591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTosylmethyl isocyanideHCID 161915—
Reactant6-Bromopyridine-2-carbaldehydeHCID 2757009—
SolventMethanolHCID 887—
Product5-(6-Bromopyridin-2-yl)oxazoleHCID 5839919995.5%

Reaction Steps

To a stirred solution of 6-bromopyridine-2-carboxaldehyde (5.90 g, 31.7 mmol) in methanol (150 ml) was added K2CO3 (5.25 g, 38.0 mmol) and TosMIC (7.43 g, 38.0 mmol). After stirring at ambient temperature for 1.5 h, the mixture was concentrated under vacuum and the product precipitated by addition of water. The solid was collected by filtration and dried in a vacuum dessicator at 50° C. to afford 2-bromo-6-oxazol-5-ylpyridine compound as a beige solid (6.81 g, 95% yield). 1H NMR (CDCl3, 300 MHz): δ=7.97 (s, 1H), 7.76 (s, 1H), 7.65-7.57 (m, 2H), 7.48-7.37 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962665B2
Source datasetuspto-grants-2015_02
ORD IDord-491836f816f6491585c96815b3a50d40
Source noteuspto-grants-2015_02