HCID 66666069, compound → HCID 66665333, compound

HRID 2276524Notes

Reaction equation

HRID 2276524 reaction equation
[CH3:1][C:2]1[N:11]=[C:10]2[C:5]([CH:6]=[C:7]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[N:9]2)=[CH:4][CH:3]=1>C(O)C.[Pd]>[CH3:1][CH:2]1[CH2:3][CH2:4][C:5]2[C:10](=[N:9][C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:7]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:6]=2)[NH:11]1

Participants

4

Reactant 1

HCID 66666069HCID 66666069, compound

Product 1

HCID 66665333HCID 66665333, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A stirred solution of 7-methyl-2,3-diphenyl-1,8-naphthyridine (step 1) (352 mg, 1.188 mmol) in ethanol (10 ml) at room temperature under an atmosphere of argon was treated with 10% palladium on carbon (126 mg). The reaction mixture was purged three times with nitrogen and placed under an atmosphere of hydrogen overnight. The mixture was filtered through Celite® (filter material) and the catalyst was washed with EtOAc (200 ml). The solvent was removed in vacuo to afford the title compound as a yellow foam.

Workup

  1. customThe reaction mixture was purged three times with nitrogen
  2. filtrationThe mixture was filtered through Celite® (filter material)
  3. washthe catalyst was washed with EtOAc (200 ml)
  4. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-e41b4c03703144d09b4329ba45fc1e8b
Source dataset
uspto-grants-2015_09
Patent number
US09132127B2

Reaction notes

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