HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → ({3'-[(1-Methyl-4-piperidinyl)methyl]-3-biphenylyl}methyl)amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 1,1-Dimethylethyl 4-{[3'-(aminomethyl)-3-biphenylyl]methyl}-1-piperidinecarboxylate Hydrochloride | HCID 67005729 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | ({3'-[(1-Methyl-4-piperidinyl)methyl]-3-biphenylyl}methyl)amine | HCID 57813254 | 68% |
Reaction Steps
To 1,1-dimethylethyl 4-{[3′-(aminomethyl)-3-biphenylyl]methyl}-1-piperidinecarboxylate hydrochloride (1.23 g, 2.95 mmol) was added LiAlH4 (5.90 mL, 1N in THF, 5.90 mmol) and the reaction was stirred at room temperature until the was complete per monitoring with LC-MS. The reaction mixture was diluted with Et2O (50 mL) and quenched with Na2CO3 (saturated aqueous), filtered, concentrated and purified with Combiflash chromatograph to afford 0.59 g (68%) of the title compound. LC-MS m/z 295 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067408B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-186aeb6004fd4c17bf2c74b668952924 |
| Source note | uspto-grants-2011_11 |