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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481114Generated: October 30, 2026

Hydrochloric Acid → HCID 89813162, compound

https://huagongshe.com/reaction/1481114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 21504672HCID 21504672—
ReactantMethyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylateHCID 89812860—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
ProductHCID 89813162HCID 8981316292.9%

Reaction Steps

To a mixture of 1-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (45 mg, 0.14 mmol) and (1-amino-cyclobutyl)-acetic acid (91 mg, 0.70 mmol) (APAC Pharmaceuticals LLC, Columbia Md.) in DMA (2 mL) was added NaOMe solid (38 mg, 0.70 mmol). The resultant mixture was heated in a 150° C. oil bath for 3 h. Reaction mixture was diluted with water and acidified by 1 N HCl to pH=3-4. Precipitate was collected, rinsed with water and dried in vacuo to provide the title compound 54 mg (0.13 mmol) in 92% yield. LC-MS ESI−: 416.17 (M−1)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-867cb63cbaee498ba7315640c75c1234
Source noteuspto-grants-2016_08