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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696963Generated: October 30, 2026

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

https://huagongshe.com/reaction/1696963

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)pyridine was introduced to 10 ml of N,N-dimethylformamide, and 0.56 g of N-chlorosuccinic acid imide was added thereto at room temperature. The resulting solution was heated to 60 degree centigrade, stirred for 1 hour, and then poured into water and extracted with ethyl acetate. The solution was dried over anhydrous magnesium sulfate, and then the solvent was removed under a reduced pressure to obtain a residue. The resulting residue was purified by silica gel column chromatography using an eluent (development solvent; hexane:ethyl acetate=10:1) to obtain 0.50 g of the desired product (Yield: 44%) as brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163804B2
Source datasetuspto-grants-2012_04
ORD IDord-53dbf46c531f4f47aa1a8c0f5831feb3
Source noteuspto-grants-2012_04