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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531077Generated: October 30, 2026

Dimethylformamide → Methyl 2-chloro-6-cyclopropyl-2',4'-difluoro-3-hydroxybiphenyl-4-carboxylate

https://huagongshe.com/reaction/531077

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantChlorosuccinimideHCID 31398—
ReactantMethyl 2-cyclopropyl-2',4'-difluoro-5-hydroxybiphenyl-4-carboxylateHCID 117992303—
SolventWaterHCID 962—
ProductMethyl 2-chloro-6-cyclopropyl-2',4'-difluoro-3-hydroxybiphenyl-4-carboxylateHCID 11799208491%

Reaction Steps

N-Chlorosuccinimide (1.65 g) was added at room temperature to a DMF (40 mL) solution of methyl 2-cyclopropyl-2′,4′-difluoro-5-hydroxybiphenyl-4-carboxylate (3.13 g), and the mixture was stirred at the same temperature as above for 3 hours in a nitrogen atmosphere. Then, N-chlorosuccinimide (0.549 g) was further added thereto, and the mixture was stirred at the same temperature as above for 16 hours in a nitrogen atmosphere. Water was added to the reaction mixture at room temperature, and the mixture was stirred at 0° C. for 1 hour. The deposited crystals were collected by filtration. The obtained crystals were dissolved in ethyl acetate and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure to obtain the title compound (3.17 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353108B2
Source datasetuspto-grants-2016_05
ORD IDord-399dcecfc6a846a4b346a6da8e92dd74
Source noteuspto-grants-2016_05