HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 2((1-(4-fluorophenyl)-1H-indazol-5-yl)(phenyl)methyl)pentan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2-propyl-3-phenylpropanamide | HCID 68705180 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2((1-(4-fluorophenyl)-1H-indazol-5-yl)(phenyl)methyl)pentan-1-amine | HCID 68704982 | 94% |
Reaction Steps
To a stirred solution of the crude 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2-propyl-3-phenylpropanamide in anhydrous THF (10 mL) was added 1.0M lithium aluminum hydride in diethyl ether (2.0 mL, 2.0 mmol) portionwise at RT under nitrogen. After stirring at RT for 24 hr, the mixture was carefully quenched with MeOH, poured into brine (100 mL), extracted with ethyl acetate (2×100 mL), dried (Na2SO4) and concentrated to give 45 mg (94% yield, 3 steps) of 2((1-(4-fluorophenyl)-1H-indazol-5-yl)(phenyl)methyl)pentan-1-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08198311B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-49f6a6da506d4fd3aa4e2a9faa47c625 |
| Source note | uspto-grants-2012_06 |