HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → HCID 178461597, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 178497308 | HCID 178497308 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178461597 | HCID 178461597 | 85.7% |
Reaction Steps
4-[2,6-Bis-((R)-3-methyl-morpholin-4-yl)-9H-purin-8-yl]-1H-indole-6-carboxylic acid methyl ester (example 32, 72 mg, 146 μmol) was dissolved in 10 ml THF under argon. 1N LiAlH4 in THF (0.22 mL, 0.22 mmol) was added at 5° C., and the reaction was stirred for 2 hours at room temperature. The reaction was quenched by addition of aqueous saturated Na2SO4 (1 mL). The mixture was diluted with 30 mL of CH2Cl2 and 3 mL of isopropanol. The organic phases were separated, dried over Na2SO4, filtered, and concentrated. The residue was purified by column chromatography (12 g SiO2, CH2Cl2/EtOH in a gradient from 100/0 to 88/12) to give the product as a solid (58 mg, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334271B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-9753d97fca2444d99e67d6aff708cb93 |
| Source note | uspto-grants-2016_05 |