HCID 22930026, compound → HCID 22929942, compound

HRID 1295941Notes

Reaction equation

HRID 1295941 reaction equation
[F:1][C:2]1[C:9]([O:10][CH3:11])=[C:8]([O:12][CH3:13])[CH:7]=[C:4]([C:5]#[N:6])[C:3]=1[C:14]#[N:15]>C(O)C.[Pt]=O>[F:1][C:2]1[C:9]([O:10][CH3:11])=[C:8]([O:12][CH3:13])[CH:7]=[C:4]2[C:3]=1[C:14]([NH2:15])=[N:6][CH2:5]2

Participants

4

Reactant 1

HCID 22930026HCID 22930026, compound

Product 1

HCID 22929942HCID 22929942, compoundYield 43.6%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

After dissolving 3-fluoro-4,5-dimethoxyphthalonitrile (450 mg, 2.18 mmol) in ethanol (50 ml), platinum oxide (0.1 g) was added. Catalytic hydrogenating reduction was carried out for 3 days at normal temperature and pressure. The catalyst was removed by celite filtration, washing was performed with methanol, and the filtrate was concentrated under reduced pressure. The obtained crude product was purified by silica gel column chromatography (solvent: ethyl acetate:methanol:27% aqueous ammonia=3:1:0.1) to yield the title compound as a brown solid (200 mg, 43%).

Workup

  1. additionwas added
  2. customThe catalyst was removed by celite filtration
  3. washwashing
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe obtained crude product
  6. customwas purified by silica gel column chromatography (solvent: ethyl acetate:methanol:27% aqueous ammonia=3:1:0.1)

Sources & evidence

ORD record
ord-01e8bfcb8ffb47609e2547ac1ef27aab
Source dataset
uspto-grants-2007_07
Patent number
US07244730B2

Reaction notes

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