HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 69522925, compound → HCID 69522791, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 69522925 | HCID 69522925 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Catalyst | Lindlars catalyst | HCID 131709914 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69522791 | HCID 69522791 | 73.1% |
Reaction Steps
To a nitrogen flushed solution of 7-chloro-3-methyl-5-nitroisoquinoline (Description 85; 300 mg, 1.35 mmol) in methanol (30 ml) was added a spatula end of Palladium 5% on calcium carbonate poisoned with lead (lindlar catalyst), and the resulting mixture stirred under a balloon of hydrogen overnight. The catalyst was removed by filtration and the filtrate evaporated. The residue was dissolved in methanol (20 ml) and silica gel (2 g) added and evaporated to dryness. Loaded onto a silica gel column and eluted with 1% MeOH in DCM+0.5% NH4OH to give the title compound (190 mg, 73%) as an orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07285563B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-0738e302be4c45759f4e74790e1fd1f4 |
| Source note | uspto-grants-2007_10 |