HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 66874736, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Methoxypiperidine | HCID 77666 | — |
| Reactant | Methyl 2-chlorobenzo[d]oxazole-4-carboxylate | HCID 56924368 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 66874736 | HCID 66874736 | 50.8% |
Reaction Steps
To a solution of methyl 2-chlorobenzoxazole-4-carboxylate (210 mg, 0.99 mmol) in NMP (5 mL) was added 4-methoxypiperidine (230 mg, 1.98 mmol) in NMP (5 mL) at room temperature. NaH was added to the mixture in two portions in 5 min. The mixture was stirred at room temperature for 18 h. The reaction was quenched by adding 10 mL of CH3OH followed by concentration to dryness. The crude material was purified by column chromatography (silica gel, 50% EtOAc in hexane) to afford methyl 2-(4-methoxypiperidin-1-yl)benzoxazole-4-carboxylate (146 mg, 50%) as a yellow solid. MS consistent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863271B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-ffb54e5be2f24c0f8c4d9f858c83b020 |
| Source note | uspto-grants-2011_01 |