HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 49847808, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cyano-borohydride | HCID 498716 | — |
| Reactant | Tetrahydro-2H-pyran-4-carboxaldehyde | HCID 9964078 | — |
| Reactant | HCID 86665998 | HCID 86665998 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 49847808 | HCID 49847808 | — |
Reaction Steps
To a suspension of (S)-Azetidine-2-carboxylic acid (5-ethyl-4-phenyl-thiazol-2-yl)-amide; hydrochloride (100 mg; 0.309 mmol) in THF (1.5 mL) id added tetrahydro-pyran-4-carbaldehyde (70.5 mg; 0.618 mmol), acetic acid (0.071 mL; 1.236 mmol) and MP-cyanoborohydride (327 mg; 2.36 mmol/g). The reaction mixture is agitated at room temperature for 18 hours. After this time, the reaction mixture is filtered and the filtrate is washed with saturated sodium bicarbonate aqueous solution then brine, dried over Na2SO4, filtered and concentrated in vacuo. Purification by flash chromatography on silica gel using methanol/methylene chloride provides the title compound, m/z 386 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383615B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-5885df3ab8034b7ea40cabacd48cbbdb |
| Source note | uspto-grants-2013_02 |