HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-(hydroxymethyl)imidazo[1,2-a]pyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | ethyl 3-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-ylcarbamoyl)imidazo[1,2-a]pyridine-7-carboxylate | HCID 67260084 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-yl)-7-(hydroxymethyl)imidazo[1,2-a]pyridine-3-carboxamide | HCID 67259564 | 84.9% |
Reaction Steps
To ethyl 3-(3-ethyl-1-((6-methylpyridin-2-yl)methyl)-1H-indazol-4-ylcarbamoyl)imidazo[1,2-a]pyridine-7-carboxylate (201 mg, 0.417 mmol; prepared as in Example 23) in THF (20 mL) was added lithium aluminum hydride (47.4 mg, 1.25 mmol). The reaction mixture was stirred overnight, quenched with sodium sulfate decahydrate, filtered through Celite and the filter pad was washed with EtOAc. The filtrate was concentrated under reduced pressure to give the product (156 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841455B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-1a1df8f37ea8489db2984cc51ec9b98b |
| Source note | uspto-grants-2014_09 |