HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → C-{3-(3-Fluoro-phenyl)-6-methoxy-1H-indazol-5-yl}-methylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 3-(3-Fluoro-phenyl)-6-methoxy-1H-indazole-5-carbonitrile | HCID 22260780 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | C-{3-(3-Fluoro-phenyl)-6-methoxy-1H-indazol-5-yl}-methylamine | HCID 22260835 | 212.8% |
Reaction Steps
A total of 71 mg of lithium aluminium hydride was suspended in 4.7 ml of tetrahydrofuran, 249 mg of aluminium chloride was added under ice-cooling, and the mixture was stirred for 10 minutes. To the reaction mixture was added 50 mg of 3-(3-fluoro-phenyl)-6-methoxy-1H-indazole-5-carbonitrile obtained in Production Example II-1-d, followed by stirring at room temperature for 3 hours. The reaction mixture was ice-cooled, 27% aqueous ammonia was added and the mixture was filtrated through Celite. The filtrate was evaporated, and the residue was purified and separated by silica gel column chromatography (NH silica gel) (ethyl acetate), to give 108 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07776890B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-6396c920d037405abf97f72f70d3629e |
| Source note | uspto-grants-2010_08 |