HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → (R)-3-Amino-3-(6-methylpyridin-3-yl)propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | (R)-3-(benzyl((S)-1-phenylethyl)amino)-3-(6-methylpyridin-3-yl)propan-1-ol | HCID 58103596 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (R)-3-Amino-3-(6-methylpyridin-3-yl)propan-1-ol | HCID 58103597 | — |
Reaction Steps
To a solution of (R)-3-(benzyl((S)-1-phenylethyl)amino)-3-(6-methylpyridin-3-yl)propan-1-ol (2.1 g, 5.83 mmol) in HPLC MeOH (40 mL), were added AcOH (0.34 mL, 5.8 mmol), Pd(OH)2 (0.42 g) and HCOONH4 (1.8 g, 29.16 mmol) and was heated to reflux. After 1 h, the reaction mixture was filtered through a Celite pad and the filtrate was concentrated in vacuo to afford a residue. Purification of the residue by column chromatography (neutral Al2O3, aq. NH3/MeOH/CH2Cl2, 1:20:80) afforded the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076345B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-90400d886ca4408fbcc05ef50a70d7a5 |
| Source note | uspto-grants-2011_12 |