Methanesulfonyl chloride → 2-Ethyl-1-[1-(4-fluorobenzyl)-1H-1,2,4-triazol-5-yl]butyl methanesulfonate

HRID 2243135Notes

Reaction equation

HRID 2243135 reaction equation
[CH2:1]([CH:3]([CH2:19][CH3:20])[CH:4]([C:6]1[N:10]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[N:9]=[CH:8][N:7]=1)[OH:5])[CH3:2].[CH3:21][S:22](Cl)(=[O:24])=[O:23]>N1C=CC=CC=1.O>[CH3:21][S:22]([O:5][CH:4]([C:6]1[N:10]([CH2:11][C:12]2[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=2)[N:9]=[CH:8][N:7]=1)[CH:3]([CH2:1][CH3:2])[CH2:19][CH3:20])(=[O:24])=[O:23]

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 685941182-Ethyl-1-[1-(4-fluorobenzyl)-1H-1,2,4-triazol-5-yl]butan-1-ol

Product 1

HCID 866000052-Ethyl-1-[1-(4-fluorobenzyl)-1H-1,2,4-triazol-5-yl]butyl methanesulfonate

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

To a stirred solution of 2-ethyl-1-[1-(4-fluorobenzyl)-1H-1,2,4-triazol-5-yl]butan-1-ol (0.368 g, 1.32 mmol) in pyridine (15 mL) at 0° C. was added methanesulfonyl chloride (0.61 mL, 7.9 mmol) and the solution was slowly warmed to room temperature. The mixture was diluted with H2O, extracted twice with EtOAc and dried (MgSO4), filtered and concentrated in vacuo to give a yellow oil in quantitative yield.

Workup

  1. extractionextracted twice with EtOAc
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customto give a yellow oil in quantitative yield

Sources & evidence

ORD record
ord-abefbece86e3403cbbbfc883681019b3
Source dataset
uspto-grants-2010_03
Patent number
US07674813B2

Reaction notes

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