Ammonium Acetate → HCID 66728926, compound

HRID 518775Notes

Reaction equation

HRID 518775 reaction equation
[NH:1]1[C:5]2([CH2:10][CH2:9][C:8](=O)[CH2:7][CH2:6]2)[C:4](=[O:12])[NH:3][C:2]1=[O:13].C([O-])(=O)C.[NH4+].C([BH3-])#[N:20].[Na+]>CO>[NH2:20][CH:8]1[CH2:9][CH2:10][C:5]2([NH:1][C:2](=[O:13])[NH:3][C:4]2=[O:12])[CH2:6][CH2:7]1

Participants

5

Reactant 3

HCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydrideHCID 667289301,3-Diazaspiro[4.5]decane-2,4,8-trione

Product 1

HCID 66728926HCID 66728926, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 1,3-diazaspiro[4.5]decane-2,4,8-trione (5.00 g, 27.4 mmol) in MeOH (91 mL) was added ammonium acetate (6.35 g, 82 mmol), and the mixture was stirred at RT for 25 minutes. To the suspension was added sodium cyanoborohydride (5.17 g, 82 mmol), and the mixture was stirred at RT. After 90 minutes, the flask was cooled, and the contents were quenched by careful addition of aqueous concentrated HCl, adjusting the pH to 7 with solid NaHCO3. The mixture was filtered through a pad of Celite® brand filter aid and concentrated in vacuo. The material was used directly in the next step.

Workup

  1. stirringthe mixture was stirred at RT
  2. waitAfter 90 minutes
  3. temperaturethe flask was cooled
  4. customthe contents were quenched by careful addition of aqueous concentrated HCl
  5. filtrationThe mixture was filtered through a pad of Celite® brand
  6. filtrationfilter aid
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f66643498a854f3982445e41d96a422f
Source dataset
uspto-grants-2015_08
Patent number
US09115127B2

Reaction notes

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