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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036732Generated: October 29, 2026

Methyl iodide → Tert-butyl 2-methyl-1-oxo-3-phenyl-2,6-diazaspiro[3.5]nonane-6-carboxylate

https://huagongshe.com/reaction/1036732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactantrac-tert-Butyl 1-oxo-3-phenyl-2,6-diazaspiro[3.5]nonane-6-carboxylateHCID 71060527—
SolventDimethylformamideHCID 6228—
ProductTert-butyl 2-methyl-1-oxo-3-phenyl-2,6-diazaspiro[3.5]nonane-6-carboxylateHCID 71060344—

Reaction Steps

A stirred solution of rac-tert-butyl 1-oxo-3-phenyl-2,6-diazaspiro[3.5]nonane-6-carboxylate (1.18 g, 3.73 mmol) in DMF (20 ml) was cooled to 0° C. and treated with NaH (194 mg, 4.85 mmol) followed by iodomethane (303 ul, 4.85 mmol). The mixture was left to warm to room temperature. After 5 hours, the reaction was quenched with water and extracted with ethyl acetate. The organic layer was separated and washed with brine, dried (MgSO4) and concentrated in vacuo to yield a the title compound as a yellow oil;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546416B2
Source datasetuspto-grants-2013_10
ORD IDord-716b629e2a844ffda196e1267644840c
Source noteuspto-grants-2013_10