[1-(5-Benzyl-5-azaspiro[2.4]hept-7-yl)ethyl]carbamic acid tert-butyl ester → [1-(5-Azaspiro[2.4]hept-7-yl)ethyl]carbamic acid tert-butyl ester

HRID 729432Notes

Reaction equation

HRID 729432 reaction equation
[C:1]([O:5][C:6](=[O:24])[NH:7][CH:8]([CH:10]1[C:14]2([CH2:16][CH2:15]2)[CH2:13][N:12](CC2C=CC=CC=2)[CH2:11]1)[CH3:9])([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[C:1]([O:5][C:6](=[O:24])[NH:7][CH:8]([CH:10]1[C:14]2([CH2:15][CH2:16]2)[CH2:13][NH:12][CH2:11]1)[CH3:9])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 2

HCID 21041206[1-(5-Benzyl-5-azaspiro[2.4]hept-7-yl)ethyl]carbamic acid tert-butyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 21041207[1-(5-Azaspiro[2.4]hept-7-yl)ethyl]carbamic acid tert-butyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of [1-(5-benzyl-5-azaspiro[2.4]hept-7-yl)ethyl]carbamic acid tert-butyl ester (Example A4a, 1.47 g) in methanol (30 mL) in a Parr shaker is treated with 10% palladium on carbon (0.5 g) and hydrogen introduced (50 psi) for 24 hours. The reaction mixture is filtered through celite, washed with methanol, and the combined filtrate concentrated in vacuo to afford the title compound. MS CI: m/z 241 (MH+).

Workup

  1. additionintroduced (50 psi) for 24 hours
  2. filtrationThe reaction mixture is filtered through celite
  3. washwashed with methanol
  4. concentrationthe combined filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-6a4262695dc942528ce938ff12436454
Source dataset
uspto-grants-2009_09
Patent number
US07582627B2

Reaction notes

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