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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481151Generated: November 3, 2026

Sodium Methoxide → HCID 89814593, compound

https://huagongshe.com/reaction/1481151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant4-Hydroxy-7-phenylsulfanyl-isoquinoline-3-carboxylic acid butyl esterHCID 66713092—
Reactant3-Amino-2,2-dimethyl-propionic acid TFA saltHCID 131732215—
SolventEthanolHCID 702—
ProductHCID 89814593HCID 8981459326.7%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 4-hydroxy-7-phenylsulfanyl-isoquinoline-3-carboxylic acid butyl ester (60 mg, 0.17 mmol) (prepared according to WO 2004108681), 3-amino-2,2-dimethyl-propionic acid TFA salt (157 mg, 0.68 mmol) and NaOMe (73 mg, 1.36 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 and EtOAc. 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 18 mg of the title compound as a yellow solid. MS: (+) m/z 397.11 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-20df1371fb8d4013a10893c0212da933
Source noteuspto-grants-2016_08