HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → [1-((r)-3-Amino-1-methyl-propyl)-piperidin-4-yl]-(4-methyl-pyridin-3-ylmethyl)-(4-methylsulfanyl-phenyl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | N-[1-((R)-2-cyano-1-methyl-ethyl)-piperidin-4-yl]-4-methyl-N-(4-methylsulfanyl-phenyl)-nicotinamide | HCID 68973020 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [1-((r)-3-Amino-1-methyl-propyl)-piperidin-4-yl]-(4-methyl-pyridin-3-ylmethyl)-(4-methylsulfanyl-phenyl)-amine | HCID 68970793 | 72.8% |
Reaction Steps
The above amide (276 mg, 0.70 mmol) in THF (10 mL) was reduced with BH3-THF (1.0M in THF, 4.2 mL, 4.2 mmol) at reflux and treated with 6N HCl (8 mL) to afford [1-((R)-3-amino-1-methyl-propyl)-piperidin-4-yl]-(4-methyl-pyridin-3-ylmethyl)-(4-methylsulfanyl-phenyl)-amine as a clear oil (203 mg, 70%) after basic work-up and purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07491735B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-fc7eff61e55244fcbb145b4157f3b5a9 |
| Source note | uspto-grants-2009_02 |