HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 70570800, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Hydroxymethylpyridine | HCID 11472 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 86667972 | HCID 86667972 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70570800 | HCID 70570800 | 99.9% |
Reaction Steps
Pyridin-4-ylmethanol (112 mg) was dissolved in DMF (4 ml), and NaH (45 mg) was added thereto under ice-cooling. After stirring at the same temperature for 30 minutes, tert-butyl (2-{[3-(2-chloropyrimidin-5-yl)benzyl](methyl)amino}-2-oxoethyl)carbamate (200 mg) was added thereto, followed by stirring at room temperature for 2 hours. To the reaction mixture was added water, followed by extraction with EtOAc. The organic layer was dried over MgSO4 and evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (0% to 7% MeOH/CHCl3) to obtain tert-butyl[2-(methyl{3-[2-(pyridin-4-ylmethoxy)pyrimidin-5-yl]benzyl}amino)-2-oxoethyl]carbamate (237 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08802679B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-d16cf80a3acb43fda2eeb9f9d3dbc03e |
| Source note | uspto-grants-2014_08 |