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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 395397Generated: October 25, 2026

Methyl chloroformate → Methyl 2-(Difluoromethyl)-4-(2-methylpropyl)-5-[(methoxycarbonyl)thio]-6-(trifluoromethyl)-3-pyridinecarboxylate

https://huagongshe.com/reaction/395397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
ReactantMethyl 2-(difluoromethyl)-4-isobutyl-5-mercapto-6-(trifluoromethyl)-3-pyridinecarboxylateHCID 9974711—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-(Difluoromethyl)-4-(2-methylpropyl)-5-[(methoxycarbonyl)thio]-6-(trifluoromethyl)-3-pyridinecarboxylateHCID 2266881077%

Reaction Steps

To a stirred solution of 3.05 g (0.0089 mol) of product of example 1 and 0.094 g (0.01 mol) of methyl chloroformate in 25 mL dry THF was added 1.16 g (0.012 mol) of triethylamine dropwise at room temperature. After stirring for 30 min, the solvent was evaporated under reduced pressure. The residue was diluted with 100 mL of water and extracted with ether (3×50 mL). The combined organic layers were washed with water, dried (MgSO4) and evaporated. Purification of the residue by preparative HPLC (5% ethyl acetate-hexane) gave 2.75 g (77%) of product as a yellow oil: nD25 1.5830.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06605624B1
Source datasetuspto-grants-2003_08
ORD IDord-c25c17ef8907471f8ef0d0fd14a7ab5d
Source noteuspto-grants-2003_08