HCID 66742807, compound → HCID 58328452, compound

HRID 1431132Notes

Reaction equation

HRID 1431132 reaction equation
[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][O:5][C:6]1[CH:11]=[N:10][C:9]([N+:12]([O-])=O)=[CH:8][N:7]=1>[Pd].CO>[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][O:5][C:6]1[N:7]=[CH:8][C:9]([NH2:12])=[N:10][CH:11]=1

Participants

4

Reactant 1

HCID 66742807HCID 66742807, compound

Product 1

HCID 58328452HCID 58328452, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In a 500 mL round bottomed flask containing N,N-dimethyl-2-(5-nitropyrazin-2-yloxy)ethanamine (270 mg, 1.27 mmol, Eq: 1.00) was added MeOH (20 ml) and 10% Pd/C (60 mg). The reaction was stirred under a hydrogen atmosphere for 2 hrs then stored at 0° C. for 3 days. The reaction mixture was filtered through celite and washed with MeOH. The filtrate was concentrated in vacuo to afford 209 mg, (90%) of the title compound as a gummy solid.

Workup

  1. waitthen stored at 0° C. for 3 days
  2. filtrationThe reaction mixture was filtered through celite
  3. washwashed with MeOH
  4. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-327d3608b2094c2a8beab3fd50b77442
Source dataset
uspto-grants-2015_01
Patent number
US08940741B2

Reaction notes

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