Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052294Generated: October 31, 2026

Hydrochloric Acid → 4-(2-(3,5-Dimethoxyphenethyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinic acid

https://huagongshe.com/reaction/1052294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
Reactant4-(2-(3,5-Dimethoxyphenethyl)-5-(phenylsulfonyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinonitrileHCID 89963691—
SolventTetrahydrofuranHCID 8028—
Product4-(2-(3,5-Dimethoxyphenethyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl)picolinic acidHCID 89963589—

Reaction Conditions

Temperature90 °C

Reaction Steps

6.0 M Potassium hydroxide in water (0.2 mL, 1 mmol) was added to a solution of 4-[2-[2-(3,5-dimethoxyphenyl)ethyl]-5-(phenylsulfonyl)-5H-pyrrolo[2,3-b]pyrazin-6-yl]pyridine-2-carbonitrile (50.0 mg, 0.0951 mmol) in THF (0.5 mL) and then the reaction was stirred at 90° C. for 5 hours. The mixture was then acidified to pH=2 by adding conc. HCl and then the solvent was removed to provide the desired crude product which was used in the next step directly. LCMS calculated for C22H21N4O4(M+H)+: m/z=405.2. Found 405.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388185B2
Source datasetuspto-grants-2016_07
ORD IDord-3badbe06acf04809b99a9dca9afc8101
Source noteuspto-grants-2016_07