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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2428199Generated: October 26, 2026

Hydrochloric Acid → 6-[2-(2,6-Dichloro-4-methyl-phenoxy)-ethoxy]-5',6'-dihydro-2'H-[3,4']bipyridinyl-1',3'-dicarboxylic Acid 1'-tert-butyl Ester

https://huagongshe.com/reaction/2428199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
Reactant6-[2-(2,6-Dichloro-4-methyl-phenoxy)-ethoxy]-5',6'-dihydro-2'H-[3,4']bipyridinyl-1',3'-dicarboxylic acid 1'-tert-butyl ester 3'-methyl esterHCID 67149066—
SolventTetrahydrofuranHCID 8028—
Product6-[2-(2,6-Dichloro-4-methyl-phenoxy)-ethoxy]-5',6'-dihydro-2'H-[3,4']bipyridinyl-1',3'-dicarboxylic Acid 1'-tert-butyl EsterHCID 67148824—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of compound C6 (1.00 g, 1.86 mmol) and aq. 1M LiOH (7.00 mL, 7.00 mmol) in THF (7.00 mL) was stirred at 70° C. overnight. Aq. 1M HCl was added until a pH of 4 was reached, and the mixture was extracted with EtOAc (3×). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Drying under high vacuum yielded the crude title compound mixed with 6-[2-(2,6-dichloro-4-methyl-phenoxy)-ethoxy]-3′,6′-dihydro-2′H-[3,4′]bipyridinyl-1′,3′-dicarboxylic acid 1′-tert-butyl ester (850 mg, 87%) that was used further without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968720B2
Source datasetuspto-grants-2011_06
ORD IDord-740d9fe7c4324483b614a0276a860688
Source noteuspto-grants-2011_06