HCID 67439536, compound → HCID 67440237, compound

HRID 1664824Notes

Reaction equation

HRID 1664824 reaction equation
[C:1]([CH:3]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:13]=1[F:19])[CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])#[N:2]>C(O)C.[Ni]>[NH2:2][CH2:1][CH:3]([C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:13]=1[F:19])[CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

4

Reactant 1

HCID 67439536HCID 67439536, compound

Product 1

HCID 67440237HCID 67440237, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

Raney-Nickel (2800, slurry in water; washed with ethyl alcohol (3×); 3.8 g) was added to a solution of ethyl 5-cyano-5-(2,3-difluorophenyl)pentanoate (4.75 g, 17.8 mmol) in ethanol (100 mL). Ammonia gas was bubbled to the reaction mixture and the mixture was stirred under hydrogen at 48 psi. After 18 h, the reaction was filtered and concentrated. MS 272.1 (M+1).

Workup

  1. customAmmonia gas was bubbled to the reaction mixture
  2. filtrationthe reaction was filtered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-7539bf0f8f174aa6ac8f5d7bdc238ccf
Source dataset
uspto-grants-2011_10
Patent number
US08039460B2

Reaction notes

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