Triethylamine → 6-Chloro-3-methoxypyrazin-2-amine

HRID 1444078Notes

Reaction equation

HRID 1444078 reaction equation
Br[C:2]1[N:3]=[C:4]([O:10][CH3:11])[C:5]([NH2:9])=[N:6][C:7]=1[Cl:8].C(N(CC)CC)C.[H][H]>[Pd].C(OCC)(=O)C>[Cl:8][C:7]1[N:6]=[C:5]([NH2:9])[C:4]([O:10][CH3:11])=[N:3][CH:2]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 59168121HCID 59168121, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 179559946-Chloro-3-methoxypyrazin-2-amineYield 82.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 5-bromo-6-chloro-3-methoxy-2-pyrazinamine (Example 125a) (0.6 g), triethylamine (0.72 mL), 10% palladium on carbon (0.05 g) and ethyl acetate (50 mL) were hydrogenated at 0.5 bar until reaction was complete as judged by hydrogen uptake. The reaction mixture was filtered and washed with water (25 mL), dried (MgSO4), filtered and evaporated to afford the sub-titled compound (0.33 g). Used Directly.

Workup

  1. customwere hydrogenated at 0.5 bar until reaction
  2. filtrationThe reaction mixture was filtered
  3. washwashed with water (25 mL)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-a48402e3a038408ab91e34c4041f0994
Source dataset
uspto-grants-2010_02
Patent number
US07662825B2

Reaction notes

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