HCID 19903221, compound → HCID 19008878, compound

HRID 2372314Notes

Reaction equation

HRID 2372314 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[N:8]=[C:7]([N:9]2[CH2:14][CH2:13][CH:12]([C:15]#[N:16])[CH2:11][CH2:10]2)[CH:6]=[CH:5][N:4]=1>CO.[OH-].[NH4+].[Ni]>[F:18][C:2]([F:1])([F:17])[C:3]1[N:8]=[C:7]([N:9]2[CH2:10][CH2:11][CH:12]([CH2:15][NH2:16])[CH2:13][CH2:14]2)[CH:6]=[CH:5][N:4]=1

Participants

5

Reactant 1

HCID 19903221HCID 19903221, compound

Product 1

HCID 19008878HCID 19008878, compoundYield 100.5%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 887MethanolSolventHCID 14923Ammonium HydroxideSolvent

Procedure

A solution of VII (19.0 g, 74.2 mmol) in methanol (150 mL) and ammonium hydroxide (50 mL of a 30% solution) was hydrogenated over a Raney nickel catalyst (ca 5 g) at 60 psi for 30 hr. The mixture was filtered and concentrated in vacuo to give the product as a light green oil (19.40 g, 100%).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-dd141c11023a4dc2a2e2ad58283759eb
Source dataset
uspto-grants-1992_03
Patent number
US05098904

Reaction notes

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