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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2291495Generated: November 1, 2026

Hydrochloric Acid → 5-Ethyl 3-methyl 6-(difluoromethyl)-4-(isopropylamino)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate

https://huagongshe.com/reaction/2291495

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
ReactantPotassium HydroxideHCID 14797—
ReactantDimethyl 6-(difluoromethyl)-4-(iso propylamino)-2-(trifluoromethyl)-3,5-pyridine-dicarboxylateHCID 14013774—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Ethyl 3-methyl 6-(difluoromethyl)-4-(isopropylamino)-2-(trifluoromethyl)-3,5-pyridinedicarboxylateHCID 1401382070.5%

Reaction Steps

A mixture of 4.1 g (0.011 mol) of product of Example 76, 0.62 g (0.011 mol) of KOH and 5 ml of H2O in 50 ml of methanol was stirred at room temperature overnight. The reaction mixture was poured into 250 ml of H2O containing 50 ml of concentrated HCl, extracted with ether, dried (MgSO4) and concentrated in vacuo to 3.76 g of yellow oil. This oil, 1.52 g (0.011 mol) of K2CO3 and 0.88 ml (0.011 mol) of ethyl iodide in 30 ml of DMF was stirred at room temperature overnight. The reaction mixture was poured into water, extracted with ether, dried (MgSO4) and concentrated in vacuo to 3.64 g of yellow oil. Kugelrohr distillation at 53 Pa, pot temperature 103° C., afforded 2.98 g (70.5%) of product as a light yellow oil which solidified; mp 37°-39° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04797149
Source datasetuspto-grants-1989_01
ORD IDord-345294301c3e4732bc0b80ac5d5c2e1c
Source noteuspto-grants-1989_01