HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 58504109, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Ethyl 2-(piperidin-4-yl)acetate | HCID 2760465 | — |
| Reactant | 3-Phenyl-1,2-oxazole-5-carbaldehyde | HCID 11367267 | — |
| Reactant | Tetramethylammonium Triacetoxyborohydride (>90%) | HCID 13696215 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58504109 | HCID 58504109 | 71.2% |
Reaction Steps
A solution of the compound prepared in Example 7 (500 mg), ethyl 2-(piperidin-4-yl)acetate (494 mg) and acetic acid (0.33 mL) in acetonitrile (15 mL) was stirred for 30 minutes at room temperature. Tetramethylammonium triacetoxyborohydride (2.28 g) was added and the reaction was stirred overnight. The reaction was poured into a saturated aqueous sodium bicarbonate solution and was extracted three times with ethyl acetate. The organic phases were combined, dried over anhydrous magnesium sulfate and concentrated to obtain the title compound (675 mg) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809538B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-bd0ebdbb229544588e8e82dc77259143 |
| Source note | uspto-grants-2014_08 |