1H-1,2,4-Triazole → HCID 57475150, compound

HRID 1095537Notes

Reaction equation

HRID 1095537 reaction equation
Br[CH2:2][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[NH:13]1[CH:17]=[N:16][CH:15]=[N:14]1>O1CCOCC1>[N:13]1([CH2:2][CH2:3][C:4]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[NH:6][CH:5]=2)[CH:17]=[N:16][CH:15]=[N:14]1

Participants

4

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 769243-(2-Bromoethyl)indole

Product 1

HCID 57475150HCID 57475150, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 3-(2-bromo-ethyl)-1H-indole (4.92 g, 22 mmol) and 1,2,4-triazole (3.03 g, 44 mmol) in abs. dioxane (50 ml) was stirred at 80° C. for 24 h. The solvent was then removed i. vac., CHCl3 (100 ml) was added to the residue and the mixture was washed twice with water. The organic phase was dried over Na2SO4 and concentrated i. vac. and the residue which remained was purified by flash chromatography with CHCl3/MeOH (50:1). Yield: 0.792 g (Ind-72, 17%), colourless oil

Workup

  1. customThe solvent was then removed i
  2. addition, CHCl3 (100 ml) was added to the residue
  3. washthe mixture was washed twice with water
  4. dry with materialThe organic phase was dried over Na2SO4
  5. concentrationconcentrated i
  6. customand the residue which remained was purified by flash chromatography with CHCl3/MeOH (50:1)

Sources & evidence

ORD record
ord-3cb0075aa09443acbee1a2797f83af2e
Source dataset
uspto-grants-2012_03
Patent number
US08138187B2

Reaction notes

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