HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 66874570, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl 2-methylpiperazine-1-carboxylate | HCID 15087784 | — |
| Reactant | Methyl 2-chlorobenzo[d]oxazole-4-carboxylate | HCID 56924368 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66874570 | HCID 66874570 | 63.5% |
Reaction Steps
To a solution of tert-butyl 2-methylpiperazine-1-carboxylate (340 mg, 1.70 mmol) in THF (5 mL) was added sodium hydride (60%, 82 mg, 2.04 mmol). The reaction mixture was stirred at room temperature for 5 min, then methyl 2-chlorobenzoxazole-4-carboxylate (300 mg, 1.41 mmol) in THF (5 mL) was added to the reaction mixture. The reaction mixture was stirred at room temperature for 19 h. The mixture was concentrated under reduced pressure and the resulting residue was purified by column chromatography (silica gel, 20% EtOAc in hexane) to afford methyl 2-(4-(tert-butoxycarbonyl)-3-methylpiperazin-1-yl)benzoxazole-4-carboxylate (336 mg, 63%) as 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-c002f4d83506458fbda81fce746792cc |
| Source note | uspto-grants-2011_01 |