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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249883Generated: October 28, 2026

Sodium hydride → HCID 66874736, compound

https://huagongshe.com/reaction/249883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-MethoxypiperidineHCID 77666—
ReactantMethyl 2-chlorobenzo[d]oxazole-4-carboxylateHCID 56924368—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 66874736HCID 6687473650.8%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863271B2
Source datasetuspto-grants-2011_01
ORD IDord-ffb54e5be2f24c0f8c4d9f858c83b020
Source noteuspto-grants-2011_01