HCID 58820945, compound → HCID 81947339, compound

HRID 1481049Notes

Reaction equation

HRID 1481049 reaction equation
[C:1]([O:5][C:6](=[O:13])[C:7]([C:11]#[N:12])([CH3:10])[CH2:8][CH3:9])([CH3:4])([CH3:3])[CH3:2]>CCO.[Ni]>[C:1]([O:5][C:6](=[O:13])[C:7]([CH2:11][NH2:12])([CH3:10])[CH2:8][CH3:9])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 58820945HCID 58820945, compound

Product 1

HCID 81947339HCID 81947339, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

To a slurry of Raney-Ni (2.9 g, 50% in H2O, rinsed 3 times with EtOH before use) in EtOH (40 mL) was added 2-cyano-2-methyl-butyric acid tert-butyl ester (650 mg, 3.55 mmol). The resulting mixture was stirred under a hydrogen atmosphere at room temperature for 16 hours. The liquid was then carefully decanted into another flask and the metal was washed twice with EtOH. The combined EtOH solution was concentrated in vacuo to give the title compound in 600 mg, which was used directly in the subsequent step without further purification.

Workup

  1. customThe liquid was then carefully decanted into another flask
  2. washthe metal was washed twice with EtOH
  3. concentrationThe combined EtOH solution was concentrated in vacuo

Sources & evidence

ORD record
ord-d75e0caab90b4048af11b133e860af83
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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