Hydrochloric Acid → (3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetic acid

HRID 336374Notes

Reaction equation

HRID 336374 reaction equation
C[O:2][C:3](=[O:24])[CH2:4][N:5]1[C:9]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[N:8][C:7]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)=[N:6]1.[Li+].[OH-].Cl>O1CCOCC1.O>[F:23][C:20]1[CH:21]=[CH:22][C:17]([C:7]2[N:8]=[C:9]([C:10]3[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=3)[N:5]([CH2:4][C:3]([OH:24])=[O:2])[N:6]=2)=[CH:18][CH:19]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86686516(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetic acid methyl ester

Product 1

HCID 86686517(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetic acidYield 98.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

30.8 g of (3,5-bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetic acid methyl ester was dissolved in 250 mL dioxane and a solution of 2.4 g LiOH in 250 mL of water was added. The mixture was stirred for 24 h at RT. The mixture was acidified with HCl-solution. The precipitate was filtered to give 29 g of the desired product. Rt: 1.28 min (method B), (M+H)+: 316

Workup

  1. filtrationThe precipitate was filtered

Sources & evidence

ORD record
ord-072bce86900d4ce697241386636acf68
Source dataset
uspto-grants-2014_11
Patent number
US08889677B2

Reaction notes

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