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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481196Generated: November 3, 2026

Sodium Methoxide → HCID 71736261, compound

https://huagongshe.com/reaction/1481196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 89813152HCID 89813152—
Reactant3-Amino-2,2-dimethyl-propionic acid TFA saltHCID 131732215—
SolventEthanolHCID 702—
ProductHCID 71736261HCID 71736261—

Reaction Steps

Butyl 1-cyano-4-hydroxy-6-(o-tolyloxy)isoquinoline-3-carboxylate (11 mg, 0.03 mmol), 3-amino-2,2-dimethyl-propionic acid TFA salt (27.1 mg, 0.12 mmol) and NaOMe (12.3 mg, 0.23 mmol) in EtOH (3 mL) were heated at 150° C. in a microwave for 90 minutes. The solvent was removed in vacuo and the residue was dissolved in H2O (15 mL) and EtOAc (15 mL). 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 (0-25% MeOH/CH2Cl2) to give the title compound in 7 mg. MS: (−) m/z 417.94 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-81f2d9d6b3ff48bc941525f709520483
Source noteuspto-grants-2016_08