Hydrochloric Acid → HCID 86686518, compound

HRID 239186Notes

Reaction equation

HRID 239186 reaction equation
C[O:2][C:3](=[O:24])[CH2:4][N:5]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:8][C:7]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=[N:6]1.[Li+].[OH-].Cl>O1CCOCC1.O>[CH3:23][O:22][C:19]1[CH:18]=[CH:17][C:16]([C:7]2[N:8]=[C:9]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[N:5]([CH2:4][C:3]([OH:24])=[O:2])[N:6]=2)=[CH:21][CH:20]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86686519HCID 86686519, compound

Product 1

HCID 86686518HCID 86686518, compoundYield 30.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

30.8 g of (3-(4-methoxy-phenyl)-5-phenyl-(1,2,4)triazol-1-yl)-acetic acid methyl ester was dissolved in 140 mL dioxane and a solution of 0.8 g LiOH in 140 mL of water was added. The mixture was stirred for 4 h at RT. The mixture was acidified with HCl-solution and the precipitate was filtered to give 9.0 g of the desired product as mixture of isomers. These isomers were separated by HPLC chiral (method 1; solvent MeOH: DCM=1:1, concentration: 90 mg/mL). Rt: 1.26 min (method A) and 1.24 min., (M+H)+: 310

Workup

  1. filtrationthe precipitate was filtered

Sources & evidence

ORD record
ord-641a23f0cda044b0851ea7438c5de7a4
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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