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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481222Generated: October 31, 2026

Hydrochloric Acid → HCID 71735294, compound

https://huagongshe.com/reaction/1481222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(3S)-3-Amino-3-(4-cyanophenyl)propanoic acidHCID 1491714—
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylateHCID 89812860—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
ProductHCID 71735294HCID 7173529490%

Reaction Conditions

Temperature150 °C

Reaction Steps

1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (50 mg, 0.156 mmol) was combined in an oven-dried flask with 3-(S)-Amino-3-(4-cyano-phenyl)-propionic acid (92 mg, 0.468 mmol) (commercially available from Combi-Blocks SS-1849) and N,N-dimethylacetamide (1.5 mL) was added with stirring. Solid sodium methoxide (25 mg, 0.468 mmol) was added and the reaction was heated to 150° C. in an oil bath for approximately five hours. The reaction was cooled and the solution diluted with five volumes of water. The solution was acidified to pH 3 with 1M hydrochloric acid to induce precipitation. Filtration of the solid followed by vacuum drying provided the desired product in 90% yield. LC-MS ESI−: 477 (M−1)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-96fde4eb51bf4019a0487783cd4da850
Source noteuspto-grants-2016_08