Allylamine → 2-Allylamino-5,6-diphenylpyrazine

HRID 1271252Notes

Reaction equation

HRID 1271252 reaction equation
Cl[C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:3]=1.[CH2:20]([NH2:23])[CH:21]=[CH2:22]>CO>[CH2:20]([NH:23][C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:3]=1)[CH:21]=[CH2:22]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 36544935-Chloro-2,3-Diphenylpyrazine

Product 1

HCID 229320162-Allylamino-5,6-diphenylpyrazineYield 30.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1.00 g of 2-chloro-5,6-diphenylpyrazine in 10 ml of methanol, 2.14 g of allylamine was added and the mixture was reacted in a sealed tube at 80° C. for 41 hours, followed by stirring at room temperature for 54 hours. After the solvent was evaporated under reduced pressure, the reaction solution was combined with water, extracted with chloroform, dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain 330 mg of the desired compound as a pale yellow crystal having a melting point of 97 to 100° C.

Workup

  1. customthe mixture was reacted in a sealed tube at 80° C. for 41 hours
  2. customAfter the solvent was evaporated under reduced pressure
  3. extractionextracted with chloroform
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-19d9a6610f7144e2b9f8541ec810a92b
Source dataset
uspto-grants-2007_04
Patent number
US07205302B2

Reaction notes

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