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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249890Generated: October 31, 2026

Sodium hydride → HCID 66874570, compound

https://huagongshe.com/reaction/249890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl 2-methylpiperazine-1-carboxylateHCID 15087784—
ReactantMethyl 2-chlorobenzo[d]oxazole-4-carboxylateHCID 56924368—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66874570HCID 6687457063.5%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863271B2
Source datasetuspto-grants-2011_01
ORD IDord-c002f4d83506458fbda81fce746792cc
Source noteuspto-grants-2011_01