Nitrogen → HCID 66665902, compound

HRID 406241Notes

Reaction equation

HRID 406241 reaction equation
[C:1]1([C:7]2[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:15][C:14]3[C:9](=[N:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N#N>CCO.[Pd]>[C:17]1([C:16]2[CH:15]=[C:14]3[C:9](=[N:8][C:7]=2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[NH:10][CH2:11][CH2:12][CH2:13]3)[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

5

Reactant 2

HCID 947NitrogenHCID 66665852HCID 66665852, compound2×

Product 1

HCID 66665902HCID 66665902, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2,3-diphenyl-[1,8]naphthyridine (Intermediate A) (2 g, 7.08 mmol) in EtOH (50 ml) was purged with N2 and 10% palladium on carbon (0.754 g, 0.708 mmol) was added. The reaction mixture was placed under an atmosphere of hydrogen overnight. The mixture was filtered through Celite® (filter material) and the catalyst was washed with EtOAc (400 ml). The filtrate was concentrated in vacuo to yield the title compound as an off white solid;

Workup

  1. additionwas added
  2. filtrationThe mixture was filtered through Celite® (filter material)
  3. washthe catalyst was washed with EtOAc (400 ml)
  4. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-6160ccfba0d6496794e03eb77647df6e
Source dataset
uspto-grants-2014_06
Patent number
US08754085B2

Reaction notes

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