HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58424873, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 67381365 | HCID 67381365 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58424873 | HCID 58424873 | 61% |
Reaction Steps
8-[(Dimethylamino)methyl]-10-methoxy-6-(methoxymethyl)-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-5-(6H)-one (28 mg, 0.084 mmol) prepared in Example 72 was dissolved in dichloromethane (10 ml), added dropwise with boron tribromide (0.6 mmol, 152 mg) at 0° C. The mixture was stirred at room temperature for 2 hours and then water was added carefully. The solution was washed with chloroform, the water layer was concentrated under reduced pressure, and the residue was purified by flash column chromatography (chloroform:ethanol=1:5) to obtain the title compound (14 mg, yield: 58%, white solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815891B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-9671e634056b40bc8af8cb3470e19e39 |
| Source note | uspto-grants-2014_08 |