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

HRID 748057Notes

Reaction equation

HRID 748057 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-d1413653c24548f8b8c4edf42785d029
Source dataset
uspto-grants-2008_07
Patent number
US07399778B2

Reaction notes

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