HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 58816573, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 68690135 | HCID 68690135 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58816573 | HCID 58816573 | — |
Reaction Steps
The crude 1-[2-(4-benzyl-piperidin-1-yl)-2-oxo-ethyl]-3-(2-methyl-pyridin-4-yl)-urea (Example 39.1., 0.5 mmol) is dissolved in THF (5 mL) and added to a cooled (0° C.) suspension of LiAlH4 (100 mg, 2.5 mmol) in THF (20 mL). The mixture is warmed during 15 h to r.t. The reaction mixture is carefully added to EtOAc (100 mL) and MeOH (5 mL), and, subsequently, sat. aq. NaHCO3 (2 mL) are added. The mixture is filtered, the filtercake washed with MeOH (2×50 mL), and the filtrate is evaporated. The residue is taken up in a minimal amount of MeOH, diluted with CH2Cl2, dried (Na2SO4), filtered and evaporated. The residue is purified by HPLC to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07750161B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-2794d66e7f904de4bf8478c953bf4f27 |
| Source note | uspto-grants-2010_07 |