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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2371007Generated: October 28, 2026

Dimethylformamide → 3-Amino-2-chloro-4-methyl-6-(2,2,2-trifluoro-1-trifluoromethylethoxy)pyridine

https://huagongshe.com/reaction/2371007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantChlorosuccinimideHCID 31398—
Reactant5-Amino-4-methyl-2-(2,2,2-trifluoro-1-trifluoromethylethoxy)pyridineHCID 86062445—
SolventWaterHCID 962—
Product3-Amino-2-chloro-4-methyl-6-(2,2,2-trifluoro-1-trifluoromethylethoxy)pyridineHCID 2315000644.4%

Reaction Steps

1.0 g of 5-amino-4-methyl-2-(2,2,2-trifluoro-1-trifluoromethylethoxy)pyri dine was introduced to 10 ml of N,N-dimethyl formamide, and 0.56 g of N-chlorosuccinimide was added at room temperature. The temperature was elevated to 60° C., and the mixture was stirred for 1 hour and poured into water. The mixture was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and thus obtained residue was purified by silica gel column chromatography (eluent:hexane:ethyl acetate=10:1) to give 0.50 g (yield 44%) of the title compound as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710234B2
Source datasetuspto-grants-2014_04
ORD IDord-fb4c5917de334aca806524ce3670fb00
Source noteuspto-grants-2014_04