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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481216Generated: November 1, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 89813051, compound

https://huagongshe.com/reaction/1481216

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 62878847HCID 62878847—
ReactantMethyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylateHCID 89812860—
SolventDimethylacetamideHCID 31374—
ProductHCID 89813051HCID 8981305172.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 3-amino-2-phenyl-propionic acid tert-butyl ester (108 mg), 1-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (52 mg) and DBU (0.036 mL) in DMA (0.5 mL) was heated in an oil bath (150° C.) for 1.5 h. After cooling, the reaction mixture was partitioned between EtOAc and diluted HCl solution; EtOAc phase was separated and washed with water, diluted NaCl solution respectively and dried over anhydrous sodium sulfate solution, filtered, concentrated and silica gel column purified to give desired product as brown solid (60 mg). LC-MS ESI+: 510 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-bee45bb7d52c43b592b65487e02a2d25
Source noteuspto-grants-2016_08