HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → HCID 58243390, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 58243401 | HCID 58243401 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58243390 | HCID 58243390 | 33.5% |
Reaction Steps
To a 0° C. solution of LiAlH4 (0.56 ml, 0.562 mmol, 1M in THF) in THF (1 ml) under a nitrogen atmosphere was added methyl 2-[5-({1-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]azetidin-3-yl}oxy)pyridin-2-yl]-2-methylpropanoate (110 mg, 62% UV purity) in THF (1 ml). TLC analysis of the reaction mixture after 30 minutes indicated complete consumption of starting material. Water (1 ml), 2M NaOH (1 ml), and water (1 ml) were cautiously added to the reaction mixture. The mixture was diluted with EtOAc (20 ml), dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by FCC on silica gel [eluting with 5% methanolic ammonia (7N) in DCM] to provide the title compound as colourless oil (34.5 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691804B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-c890eeb0568e4f6f9c5940425ab8010d |
| Source note | uspto-grants-2014_04 |