Benzylamine → 2-Benzyl-2,7-diaza-spiro[4.5]decan-6-one

HRID 656472Notes

Reaction equation

HRID 656472 reaction equation
CS(O[CH2:6][CH2:7][C:8]1([CH2:15]OS(C)(=O)=O)[CH2:13][CH2:12][CH2:11][NH:10][C:9]1=[O:14])(=O)=O.[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>O1CCOCC1.COC(C)(C)C>[CH2:21]([N:28]1[CH2:6][CH2:7][C:8]2([CH2:13][CH2:12][CH2:11][NH:10][C:9]2=[O:14])[CH2:15]1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 7504BenzylamineHCID 86629997Methanesulphonic acid 3-(2-methanesulphonyloxy-ethyl)-2-oxo-piperidin-3-ylmethyl ester

Product 1

HCID 685748222-Benzyl-2,7-diaza-spiro[4.5]decan-6-one

Reagents, catalysts & solvents 2

HCID 15413tert-Butyl methyl etherSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 1 mmol of methanesulphonic acid 3-(2-methanesulphonyloxy-ethyl)-2-oxo-piperidin-3-ylmethyl ester and 3 mmol of benzylamine in 5 ml of dioxane is heated at 60° C. for 30 hours. The reaction mixture is diluted with tert-butyl methyl ether and washed with brine. The organic phase is dried with sodium sulphate and evaporated. From the residue the title compound is identified by means of flash chromatography (SiO2 60 F) on the basis of the Rf value.

Workup

  1. washwashed with brine
  2. dry with materialThe organic phase is dried with sodium sulphate
  3. customevaporated

Sources & evidence

ORD record
ord-82cb8e3c82dd468f9fe5f1d767d0b0d2
Source dataset
uspto-grants-2011_12
Patent number
US08071773B2

Reaction notes

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