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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481218Generated: November 1, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 89813165, compound

https://huagongshe.com/reaction/1481218

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 62878847HCID 62878847—
ReactantMethyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylateHCID 86709142—
SolventDimethylacetamideHCID 31374—
ProductHCID 89813165HCID 8981316576.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 3-amino-2-phenyl-propionic acid tert-butyl ester (90 mg), 4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (40 mg) and DBU (0.030 mL) in DMA (1 mL) was heated in an oil bath (150° C.) for 1.5 h. The reaction mixture was then partitioned between EtOAc and diluted HCl solution, EtOAc phase was separated and washed with water, diluted NaCl solution and dried over anhydrous sodium sulfate solution, filtered, concentrated and silica gel column purified to give desired product as brown solid (50 mg). LC-MS ESI+: 485 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-1768fd3c796941b39dcbc28a71075950
Source noteuspto-grants-2016_08