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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1791355Generated: November 4, 2026

Toluene → 5-Fluoropyridine-2-carboxaldehyde

https://huagongshe.com/reaction/1791355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantEthyl 5-fluoropyridine-2-carboxylateHCID 10986675—
SolventDichloromethaneHCID 6344—
SolventDiisobutylaluminum hydrideHCID 14487—
Product5-Fluoropyridine-2-carboxaldehydeHCID 1035169756.1%

Reaction Steps

To 5-fluoro-pyridine-2-carboxylic acid ethyl ester (94 mg, 0.556 mmol) in dichloromethane (4.0 mL), 1 M DIBAL in toluene (1.23 mL, 1.23 mmol) was added at room temperature and the mixture was stirred for 30 min. The reaction mixture was quenched with 2 M sodium carbonate and extracted with dichloromethane. The dichloromethane was dried and concentrated to give 39 mg (54.7%) of crude 5-fluoro-pyridine-2-carbaldehyde which could be used for the next step reaction without further purification. GC-MS (M+): 125

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074809B2
Source datasetuspto-grants-2006_07
ORD IDord-f4e88c7a4f2f4535a5b7fe669b0b17f4
Source noteuspto-grants-2006_07