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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478017Generated: October 31, 2026

Methylamine → HCID 118390114, compound

https://huagongshe.com/reaction/1478017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactanttert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylateHCID 51072194—
SolventEthanolHCID 702—
ProductHCID 118390114HCID 11839011446.2%

Reaction Steps

To a solution of tert-butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate (2.15 g, 8.05 mmol) in EtOH (20 mL) was added 33% methanamine in EtOH (3.7 g, 40.3 mmol), and the mixture was stirred at r.t for 1.5 h. Then NaBH3CN (1.5 g, 24.2 mmol) was added to the mixture. After that the resulting mixture was stirred at r.t overnight and then concentrated in vacuo. The residue was purified by silica gel column chromatography (DCM/MeOH (v/v)=10/1) to give the product as brown oil (1.05 g, 46.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403801B2
Source datasetuspto-grants-2016_08
ORD IDord-374889012e5a4580a53e174f214dfd50
Source noteuspto-grants-2016_08