HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 89813165, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 62878847 | HCID 62878847 | — |
| Reactant | Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate | HCID 86709142 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 89813165 | HCID 89813165 | 76.2% |
Reaction Conditions
| Temperature | 150 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409892B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-1768fd3c796941b39dcbc28a71075950 |
| Source note | uspto-grants-2016_08 |