HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 21064716, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-(2-Amino-1-hydroxyethyl)pyridine | HCID 3853779 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | tert-Butyl 2-oxopiperidine-1-carboxylate | HCID 7577838 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 21064716 | HCID 21064716 | 90% |
Reaction Steps
2-Amino-1-pyridin-2-yl-ethanol (0.700 g, 5.07 mmol) and N-boc-piperidone (1.20 g, 5.90 mmol) was dissolved in 5 mL of 1,2-dichloroethane. Glacial acetic acid (0.40 mL, 7.0 mmol) was added followed by sodium tricaetoxyborohydride (2.00 g, 8.97 mmol). This mixture was stirred at room temperature under argon for 16 h. The solvent was removed in vacuo and the residue was purified by flash chromatography (silica gel 12 g, eluted with dichloromethane, MeOH and ammonium hydroxide 100 to 95:4.9:0.1) to give 4-(2-hydroxy-2-pyridin-2-yl-ethylamino)-piperidine-1-carboxylic acid tert-butyl ester as a brown oil (1.46 g, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119102B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-827736cc70874185a201f9e249407d46 |
| Source note | uspto-grants-2006_10 |