Chloride → 5,8-Dimethyl-2-[2-(2-methyl-5-phenyl-2H-[1,2,4]triazol-3-yl)-ethyl]-[1,2,4]triazolo[1,5-a]pyrazine

HRID 1627738Notes

Reaction equation

HRID 1627738 reaction equation
N12CCCN=C1CCCCC2.[CH3:12][C:13]1[N:18]2[N:19]=[C:20]([CH2:22][P+](C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:21]=[C:17]2[C:16]([CH3:42])=[N:15][CH:14]=1.[Cl-].[CH3:44][N:45]1[C:49]([CH:50]=O)=[N:48][C:47]([C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)=[N:46]1>O1CCCC1.C(Cl)Cl>[CH3:12][C:13]1[N:18]2[N:19]=[C:20]([CH2:22][CH2:50][C:49]3[N:45]([CH3:44])[N:46]=[C:47]([C:52]4[CH:53]=[CH:54][CH:55]=[CH:56][CH:57]=4)[N:48]=3)[N:21]=[C:17]2[C:16]([CH3:42])=[N:15][CH:14]=1

Participants

7

Reactant 4

HCID 312ChlorideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 132241431-Methyl-3-phenyl-1H-1,2,4-triazole-5-carbaldehydeHCID 59151223(5,8-Dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-ylmethyl)-triphenyl-phosphonium

Product 1

HCID 532355255,8-Dimethyl-2-[2-(2-methyl-5-phenyl-2H-[1,2,4]triazol-3-yl)-ethyl]-[1,2,4]triazolo[1,5-a]pyrazine

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

1,8-Diazabicyclo[5.4.0]undec-7-ene (0.16 mL, 1.07 mmol) was added to a stirred suspension of (5,8-Dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-ylmethyl)-triphenyl-phosphonium; chloride (0.490 g, 1.07 mmol) and 2-Methyl-5-phenyl-2H-1,2,4-triazole-3-carbaldehyde (0.200 g, 1.07 mmol) in Tetrahydrofuran (6.9 mL) in dry THF (8 mL) and the mixture was stirred at room temperature under an atmosphere of Argon overnight. DCM (50 ml) was added and the organic phase was extracted with water (2×50 ml), dried (MgSO4) and the solvent was evaporated off.

Workup

  1. extractionthe organic phase was extracted with water (2×50 ml)
  2. dry with materialdried (MgSO4)
  3. customthe solvent was evaporated off

Sources & evidence

ORD record
ord-b309449ad3b64717b8130c7e01c47186
Source dataset
uspto-grants-2014_07
Patent number
US08785653B2

Reaction notes

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