HCID 43087651, compound → HCID 43144871, compound

HRID 2232981Notes

Reaction equation

HRID 2232981 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([O:7][C:8]2[N:15]=[CH:14][CH:13]=[CH:12][C:9]=2[C:10]#[N:11])[CH:2]=1>N.CO.[Ni]>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([O:7][C:8]2[C:9]([CH2:10][NH2:11])=[CH:12][CH:13]=[CH:14][N:15]=2)[CH:2]=1

Participants

5

Reactant 1

HCID 43087651HCID 43087651, compound

Product 1

HCID 43144871HCID 43144871, compoundYield 88%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

To a solution of Example 109A (1.0 g, 5.1 mmole) in 7N NH3 in methanol (1000 ml) was added Raney nickel (10 g) under argon atmosphere. The reaction mixture was kept on shaker under 60 psi H2 atmosphere. After 6 hours at room temperature, the reaction mixture was filtered through a micro pore filter and concentrated to yield 0.9 g (88%) of product. MS (ESI+) m/z 202 (M+H)+.

Workup

  1. filtrationthe reaction mixture was filtered through a micro pore
  2. filtrationfilter
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-90c73f0bbe004019a28f935a0182349c
Source dataset
uspto-grants-2010_05
Patent number
US07709469B2

Reaction notes

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