HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 46872867, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Tetrahydro-2H-pyran-4-carboxaldehyde | HCID 9964078 | — |
| Reactant | HCID 70865120 | HCID 70865120 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46872867 | HCID 46872867 | — |
Reaction Steps
To a solution of (S)-Piperidine-2-carboxylic acid (3-tert-butyl-isothiazol-5-yl)-amide; hydrochloride (40.4 mg; 0.11 mmol) in DMF (1 mL) is added acetic acid (0.05 mL; 0.87 mmol) and a solution of tetrahydropyranyl-4-carboxaldehyde (37.7 mg; 0.33 mmol) in DMF (1 mL). The reaction is shaken for 4 hours. To the mixture is added a solution of sodium triacetoxyborohydride (93.2 mg; 0.44 mmol) in DMF (0.4 mL). The reaction mixture is shaken for 16 hours at room temperature. After this time, the reaction is quenched with water (0.1 mL) and the mixture is concentrated in vacuo. Purification by preparative HPLC provides the title compound, m/z 366 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889670B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-46dd153525a941a9a04acf87e761766b |
| Source note | uspto-grants-2014_11 |