HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 86641914, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(Bromomethyl)pyridine hbr | HCID 12752219 | — |
| Reactant | HCID 86641913 | HCID 86641913 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86641914 | HCID 86641914 | — |
Reaction Steps
To a suspension of NaH (170 mg of a 60% dispersion in mineral oil, 4.25 mmol) in anhydrous DMF (20 ml) is added 2,2,2-trifluoro-N-{4-[(2,2,2-trifluoro-acetylamino)-methyl]-piperidin-4-yl}-acetamide hydrochloride) (500 mg, 1.4 mmol) followed by 4-bromomethylpyridine hydrobromide (350 mg, 1.4 mmol). The reaction mixture is stirred at room temperature for 3 hours. The reaction mixture is quenched with sat. NH4Cl solution and is concentrated in vacuo. The residue is purified by column chromatography (basic alumina, MeOH/DCM) to obtain 2,2,2-Trifluoro-N-[1-pyridin-4-ylmethyl-4-(2,2,2-trifluoro-acetylamino)-piperidin-4-ylmethyl]-acetamide as off-white solid; [M+H]+ 413
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08039472B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-d939a564e8ac4b26a60be41abd93b261 |
| Source note | uspto-grants-2011_10 |