Lawesson's reagent → HCID 57973784, compound

HRID 1863929Notes

Reaction equation

HRID 1863929 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[N:7]2[CH2:8][CH2:9][NH:10][C:11](=O)[C:6]2=[N:5][N:4]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:24])=CC=1>>[F:1][C:2]([F:14])([F:13])[C:3]1[N:7]2[CH2:8][CH2:9][NH:10][C:11](=[S:24])[C:6]2=[N:5][N:4]=1

Participants

3

Reactant 2

HCID 87949Lawesson's reagentHCID 685205773-(trifluoromethyl)-6,7-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-8(5H)-one

Product 1

HCID 57973784HCID 57973784, compound

Procedure

A mixture of 173 mg (0.84 mmol) of 3-(trifluoromethyl)-6,7-dihydro[1,2,4]triazolo[4,3-a]pyrazin-8(5H)-one, 703 mg (1.68 mmol) of Lawesson's Reagent, and 18 mL of xylenes was stirred at reflux for 4.5 h. After being cooled to room temperature, the solvent was decanted off, and the residue was washed with diethyl ether. The resulting solid was dried and purified by flash chromatography (20-50% acetone in hexanes) to give the title compound as a greenish-yellow solid. LC-MS 223 (M+1).

Workup

  1. temperatureat reflux for 4.5 h
  2. customthe solvent was decanted off
  3. washthe residue was washed with diethyl ether
  4. customThe resulting solid was dried
  5. custompurified by flash chromatography (20-50% acetone in hexanes)

Sources & evidence

ORD record
ord-2b6cf08764ab4a38a980079c14365388
Source dataset
uspto-grants-2009_12
Patent number
US07625888B2

Reaction notes

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