[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 10346Notes

Reaction equation

HRID 10346 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-c97a1145efa84e81865b68656041089c
Source dataset
uspto-grants-2006_08
Patent number
US07094780B1

Reaction notes

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