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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689924Generated: November 2, 2026

Methyl iodide → HCID 57420368, compound

https://huagongshe.com/reaction/1689924

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 11548416HCID 11548416—
ReactantHCID 57420366HCID 57420366—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57420368HCID 57420368—

Reaction Steps

Amine preparation: to a THF (5 mL) solution of 3-hydroxymethyl-4-methanesulfonyl-piperazine-1-carboxylic acid tert-butyl ester (0.30 g, described for the production of 174) was added sodium hydride (0.043 g). The reaction mixture was stirred for 20 min and then iodomethane (0.19 mL) was added. After stirring for 24 h the reaction mixture was then diluted with DCM, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified by flash chromatography to yield 4-methanesulfonyl-3-methoxymethyl-piperazine-1-carboxylic acid tert-butyl ester (0.254 g). Treatment of this compound with HCl in DCM/MeOH yielded the desired amine, isolated as the hydrochloride salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153629B2
Source datasetuspto-grants-2012_04
ORD IDord-ba4c1c9f853a4011a2039e967e0090b6
Source noteuspto-grants-2012_04