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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481148Generated: November 1, 2026

Hydrochloric Acid → 3-{[4-Hydroxy-7-(4-methoxy-benzylamino)-isoquinoline-3-carbonyl]amino}-2,2-dimethyl-propionic acid

https://huagongshe.com/reaction/1481148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantMethyl 3-(4-hydroxy-7-(4-methoxybenzylamino)isoquinoline-3-carboxamido)-2,2-dimethylpropanoateHCID 89813031—
SolventMethanolHCID 887—
SolventSodium HydroxideHCID 14798—
Product3-{[4-Hydroxy-7-(4-methoxy-benzylamino)-isoquinoline-3-carbonyl]amino}-2,2-dimethyl-propionic acidHCID 89812929—

Reaction Steps

Methyl 3-(4-hydroxy-7-(4-methoxybenzylamino)isoquinoline-3-carboxamido)-2,2-dimethylpropanoate (15 mg, 0.03 mmol) was dissolved in MeOH (2 mL) and 2 N NaOH (2 mL). After stirring for 5 hours at room temperature, H2O (15 mL) and EtOAc (15 mL) were added. To the stirred mixture was added 1 N hydrochloric acid until pH was 1. The layers were separated and the aqueous layer was extracted twice with EtOAc. The combined organic layers were dried over MgSO4, concentrated, and purified by flash chromatography (0-20% MeOH/CH2Cl2) to give the title compound in 13 mg. MS: (−) m/z 422.13 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-43f474aaf62c4028b23d080f5b1f4361
Source noteuspto-grants-2016_08