HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 18366572, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Reactant | 4,5-Dichloro-6-ethylpyrimidine | HCID 11137668 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18366572 | HCID 18366572 | — |
Reaction Steps
0.4 g (10 mmol) of sodium hydride (80% dispersion in oil) was added to a solution of 2.0 g (10 mmol) of 1-(tert-butoxycarbonylpiperidin-4-ol and 1.8 g (10 mmol) of 4,5-dichloro-6-ethylpyrimidine in 25 ml of tetrahydrofuran, and the mixture was stirred for 2 hours at room temperature for 1 hour at reflux. After cooling, the mixture was concentrated, the residue was taken up in water/toluene, and the organic phase was dried and concentrated. For purification, the product was chromatographed on silica gel (petroleum ether/ethyl acetate 7:3). This gave 2.5 g (73.5% of theory) of a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06300333B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-9928fc2bbafc4627a045041ec19ca999 |
| Source note | uspto-grants-2001_10 |