HCID 71060655, compound → 1-Oxo-4-pyridin-3-yl-2,7-diaza-spiro[4.5]decane-7-carboxylic acid tert-butyl ester

HRID 1036722Notes

Reaction equation

HRID 1036722 reaction equation
C([O:3][C:4]([C:6]1([CH:19]([C:22]2[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=2)[CH2:20][NH2:21])[CH2:11][CH2:10][CH2:9][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:7]1)=O)C>C1(C)C=CC=CC=1>[C:15]([O:14][C:12]([N:8]1[CH2:9][CH2:10][CH2:11][C:6]2([C:4](=[O:3])[NH:21][CH2:20][CH:19]2[C:22]2[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=2)[CH2:7]1)=[O:13])([CH3:16])([CH3:17])[CH3:18]

Participants

3

Reactant 1

HCID 71060655HCID 71060655, compound

Product 1

HCID 710603511-Oxo-4-pyridin-3-yl-2,7-diaza-spiro[4.5]decane-7-carboxylic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 3-(2-Amino-1-pyridin-3-yl-ethyl)-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (2.5 g, 6.6 mmol) in toluene (21 ml) was heated at reflux overnight. The resulting mixture was concentrated in vacuo and the residue was purified by chromatography on silica eluting with 0-10% MeOH in DCM to afford the individual diastereomers as white solids:

Workup

  1. temperatureat reflux overnight
  2. concentrationThe resulting mixture was concentrated in vacuo
  3. customthe residue was purified by chromatography on silica eluting with 0-10% MeOH in DCM
  4. customto afford the individual diastereomers as white solids

Sources & evidence

ORD record
ord-9bb109a5bd184ddf9cd0ccd46232f26a
Source dataset
uspto-grants-2013_10
Patent number
US08546416B2

Reaction notes

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