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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714473Generated: October 25, 2026

Hydrochloric Acid → 3-[1-({6-Amino-3,5-dicyano-4-[4-(2-methoxyethoxy)phenyl]pyridin-2-yl}sulfanyl)ethyl]-benzenecarboxylic acid

https://huagongshe.com/reaction/714473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 3-[1-({6-amino-3,5-dicyano-4-[4-(2-methoxyethoxy)phenyl]pyridin-2-yl}sulfanyl)ethyl]-benzenecarboxylateHCID 68614914—
SolventTetrahydrofuranHCID 8028—
Product3-[1-({6-Amino-3,5-dicyano-4-[4-(2-methoxyethoxy)phenyl]pyridin-2-yl}sulfanyl)ethyl]-benzenecarboxylic acidHCID 68047387—

Reaction Steps

150 mg (0.307 mmol) of methyl 3-[1-({6-amino-3,5-dicyano-4-[4-(2-methoxyethoxy)phenyl]-pyridin-2-yl}sulfanyl)ethyl]benzenecarboxylate (Example 65A) were dissolved in 7 ml of tetrahydrofuran. After addition of 14.7 mg (0.61 mmol) of lithium hydroxide, the mixture was stirred at RT overnight. The mixture was then stirred at 40° C. for 4 h. Using 1N hydrochloric acid, the pH of the reaction solution was adjusted to pH 4, and the clear solution was purified by preparative HPLC (Chromasil, water/acetonitrile+0.1% trifluoroacetic acid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187428B2
Source datasetuspto-grants-2015_11
ORD IDord-9be33fa4998242058e736580ee7a34c5
Source noteuspto-grants-2015_11