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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2094411Generated: October 31, 2026

Dimethylformamide → HCID 66880231, compound

https://huagongshe.com/reaction/2094411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantMethylamine hydrochlorideHCID 6364545—
Reactant2-(3-Fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazoleHCID 66880180—
SolventWaterHCID 962—
ProductHCID 66880231HCID 66880231—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 0.28 g of 2-(3-fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 0.55 g of potassium carbonate, 0.14 g of methylamine hydrochloride, and 3 ml of DMF was stirred while heating at 60° C. for three hours. To the mixture, 0.55 g of potassium carbonate and 0.14 g of methylamine hydrochloride were added, and the reaction mixture was stirred while heating for further two hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate twice. The combined organic layers were washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and resultant crystals were washed with diethyl ether to give 0.13 g of methyl-[4-(5-trifluoromethylbenzoxazole-2-yl)pyridin-3-yl]amine (hereinafter, referred to as “active compound 83”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445522B2
Source datasetuspto-grants-2013_05
ORD IDord-565216527a3a4bd8862cf800ff77eb78
Source noteuspto-grants-2013_05