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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602079Generated: October 25, 2026

Toluene → 6-(3,5-Difluorophenyl)pyridine-3-carboxylic acid

https://huagongshe.com/reaction/602079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 6-(3,5-difluorophenyl)nicotinateHCID 67070377—
SolventDichloromethaneHCID 6344—
Product6-(3,5-Difluorophenyl)pyridine-3-carboxylic acidHCID 5322304074%

Reaction Steps

To tert-butyl 6-(3,5-difluorophenyl)nicotinate in DCM (80 mL) was added trifluroacetic acid (20 mL). After stirring at rt overnight, toluene was added (100 mL) and the solvent removed to give the crude product as a white powder. The solid was re-crystallized from MeOH to afford the title compound 1.269 g (74%) as a white solid. 1H NMR (400 MHz, DMSO-d6) □ ppm 9.16 (1H, d, J=1.7 Hz), 8.37 (1 H, dd, J=8.2, 2.0 Hz), 8.23 (1 H, d, J=8.2 Hz), 7.86-7.95 (2H, m), 7.36-7.47 (1H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902373B2
Source datasetuspto-grants-2011_03
ORD IDord-0b7fad9aff424f5a99118ae4d36d991a
Source noteuspto-grants-2011_03