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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481183Generated: October 31, 2026

Sodium Methoxide → 3-[(7-Benzyl-4-hydroxy-isoquinoline-3-carbonyl)-amino]-2,2-dimethyl-propionic acid

https://huagongshe.com/reaction/1481183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant7-Benzyl-4-hydroxy-isoquinoline-3-carboxylic acid methyl esterHCID 67110130—
Reactant3-Amino-2,2-dimethyl-propionic acid TFA saltHCID 131732215—
SolventEthanolHCID 702—
Product3-[(7-Benzyl-4-hydroxy-isoquinoline-3-carbonyl)-amino]-2,2-dimethyl-propionic acidHCID 7173659338.6%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 7-benzyl-4-hydroxy-isoquinoline-3-carboxylic acid methyl ester (19 mg, 0.065 mmol), 3-amino-2,2-dimethyl-propionic acid TFA salt (60 mg, 0.26 mmol) and NaOMe (28 mg, 0.52 mmol) in EtOH (2 mL) was heated at 150° C. in a microwave reactor for 6 h. The solvent was evaporated, and the residue was partitioned between water (30 mL) and EtOAc (30 mL). 1 M HCl was added with vigorous stirring until pH was ˜2. The organic layer was dried over MgSO4 and concentrated. The crude product was purified by column chromatography (0-30% EtOAc/hexanes+2% AcOH) to give 9.5 mg of the title compound. MS: (+) m/z 379.17 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-1f2e6334adfa487b979c3bda1d82fc22
Source noteuspto-grants-2016_08