Methanol → HCID 17786435, compound

HRID 1024578Notes

Reaction equation

HRID 1024578 reaction equation
[N:1]([CH:4]([C:7]1[CH:12]=[N:11][CH:10]=[CH:9][N:8]=1)[CH2:5][CH3:6])=[N+]=[N-].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CO>C1COCC1.O>[N:8]1[CH:9]=[CH:10][N:11]=[CH:12][C:7]=1[CH:4]([NH2:1])[CH2:5][CH3:6]

Participants

6

Reactant 3

HCID 887Methanol2×HCID 11776TriphenylphosphineHCID 86638642HCID 86638642, compound

Product 1

HCID 17786435HCID 17786435, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

The 2-(1-azidopropyl)pyrazine (56 mg) was dissolved in the THF (5 ml) and water (1 ml) and the PS—PPh3 (225 mg) added. The reaction mixture was heated to 50° C. and left to stir for approx. 20 hours. The mixture was filtered under vacuum and rinsed with DCM (a precipitate formed and re-dissolved with MeOH) then MeOH. The filtrate was evaporated to yield the title compound as a yellow oil which was used without further purification. [M+H]+ 138.

Workup

  1. waitleft
  2. filtrationThe mixture was filtered under vacuum
  3. washrinsed with DCM (a precipitate
  4. customformed
  5. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-5843377fffa84492959ccdc02459e575
Source dataset
uspto-grants-2014_05
Patent number
US08722925B2

Reaction notes

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