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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473920Generated: October 30, 2026

Sodium Bicarbonate → 2-(3-fluoropyridin-2-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/1473920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantN2-Methyl-5-(trifluoromethyl)pyridine-2,3-diamineHCID 2735930—
Reactant3-Fluoro-2-pyridinecarboxaldehydeHCID 11344017—
ReactantSodium BisulfiteHCID 23665763—
SolventDimethylformamideHCID 6228—
Product2-(3-fluoropyridin-2-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridineHCID 7124683636.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of N2-methyl-5-trifluoromethylpyridin-2,3-diamine (0.76 g), 3-fluoropyridin-2-carboaldehyde (0.50 g), sodium hydrogen sulfite (0.50 g) and DMF (3 ml) was stirred at 120° C. for 8 hours. To the cooled reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 2-(3-fluoropyridin-2-yl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (0.43 g), which is hereinafter referred to as “intermediate compound (M6-2)”.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018134B2
Source datasetuspto-grants-2015_04
ORD IDord-1560cbaf3777419587e82cae643ada02
Source noteuspto-grants-2015_04