HCID 59558452, compound → 4-azaspiro[2.5]octane-5,7-dione

HRID 1175145Notes

Reaction equation

HRID 1175145 reaction equation
COC([CH:5]1[C:12](=[O:13])[CH2:11][C:8]2([CH2:10][CH2:9]2)[NH:7][C:6]1=[O:14])=O>C(#N)C.O>[CH2:9]1[C:8]2([CH2:11][C:12](=[O:13])[CH2:5][C:6](=[O:14])[NH:7]2)[CH2:10]1

Participants

3

Reactant 1

HCID 59558452HCID 59558452, compound

Product 1

HCID 595583384-azaspiro[2.5]octane-5,7-dioneYield 86%

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Procedure

5,7-Dioxo-4-aza-spiro[2.5]octane-6-carboxylic acid methyl ester (162 mg; 0.852 mmol) is refluxed in acetonitrile/water (3 ml; 9:1) for 1 hour. The reaction mixture is evaporated to dryness and taken up in EtOAc/MeOH, filtered from undissolved material and evaporated to yield the title compound as light-brown solid (102 mg; 85%). 1H-NMR (400 MHz; DMSO-d6): 8.28 (s, 1H); 3.59 (s, 2H); 2.48 (s, 2H); 0.83 (m. 2H); 0.70 (m, 2H). MS (m/z) ES+: 140 (MH+).

Workup

  1. customThe reaction mixture is evaporated to dryness
  2. filtrationfiltered from undissolved material
  3. customevaporated

Sources & evidence

ORD record
ord-c477827b87aa4be6a9e9f256d51b4558
Source dataset
uspto-grants-2010_11
Patent number
US07838674B2

Reaction notes

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