HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 178490314, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 1,3-Dibromopropane | HCID 8001 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 178490316 | HCID 178490316 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178490314 | HCID 178490314 | 43% |
Reaction Steps
A solution of tert-butyl [2-(3,4-dimethoxyphenyl)ethyl]{3-[2-(2-methoxyphenyl)-7,9-dioxo-1,6,7,9-tetrahydro-8H-imidazo[4,5-h]isoquinolin-8-yl]propyl}carbamate (100.0 mg, 0.159 mmol), 1,3-dibromopropane (43.9 mg, 0.19 mmol) and aqueous 1 N NaOH solution (0.32 mL, 0.32 mmol) in water (1.0 mL) and EtOH (1 mL) was heated at 80° C. for 2 h. The cooled mixture was partitioned between EtOAc and water. The organic layer was washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography (40-63μ silica gel; hexane:EtOAc 1:1) to yield the title compound (47 mg, 43% yield) as a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07323567B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-b8438e10330a46d0a12ae387f03b26c2 |
| Source note | uspto-grants-2008_01 |