2-{[3-(2-chlorobenzyl)-1,2,4-oxadiazol-5-yl]methyl}-5-(4-chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

Base Information

Chemical Name:2-{[3-(2-chlorobenzyl)-1,2,4-oxadiazol-5-yl]methyl}-5-(4-chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one
CAS No.:1332500-91-0
Molecular Formula:C₂₁H₁₆Cl₂F₃N₅O₃
Molecular Weight:514.291
Hs Code.:

Synonyms:2-{[3-(2-chlorobenzyl)-1,2,4-oxadiazol-5-yl]methyl}-5-(4-chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

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Chemical Property of 2-{[3-(2-chlorobenzyl)-1,2,4-oxadiazol-5-yl]methyl}-5-(4-chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

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Technology Process of 2-{[3-(2-chlorobenzyl)-1,2,4-oxadiazol-5-yl]methyl}-5-(4-chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

There total 7 articles about 2-{[3-(2-chlorobenzyl)-1,2,4-oxadiazol-5-yl]methyl}-5-(4-chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 59.0%

: 333748-87-1,925252-29-5
(1Z)-2-(2-chlorophenyl)-N'-hydroxyethaneimidamide

: 959140-59-1
methyl {3-(4-chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}acetate

: 1332500-91-0
2-{[3-(2-chlorobenzyl)-1,2,4-oxadiazol-5-yl]methyl}-5-(4-chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

Guidance literature:: With potassium carbonate; In toluene; for 6h; Reflux;

Reference yield:

: 536-40-3
4-chlorobenzoic acid hydrazide

: 1332500-91-0
2-{[3-(2-chlorobenzyl)-1,2,4-oxadiazol-5-yl]methyl}-5-(4-chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrahydrofuran / 50 °C

2.1: sodium hydroxide; water / Reflux

2.2: 20 °C / pH 1

3.1: pyridine / 0.5 h / 35 °C / Inert atmosphere

3.2: 70 °C

4.1: sodium tetrahydroborate; methanol / 1.5 h / Cooling with ice

5.1: potassium carbonate; potassium iodide / acetonitrile / 1 h / Reflux

6.1: Preparative HPLC, chiral silica gel phase based on selector poly(N-methacryloyl-L-isoleusine-3-pentylamide / ethyl acetate; 2-Methylpentane / Resolution of racemate

7.1: potassium carbonate / toluene / 6 h / Reflux

With pyridine; methanol; sodium tetrahydroborate; water; potassium carbonate; potassium iodide; sodium hydroxide; In tetrahydrofuran; 2-Methylpentane; ethyl acetate; toluene; acetonitrile;

Reference yield:

: 1228650-21-2
ethyl N-({2-[(4-chlorophenyl)carbonyl]hydrazinyl}carbonyl)glycinate

: 1332500-91-0
2-{[3-(2-chlorobenzyl)-1,2,4-oxadiazol-5-yl]methyl}-5-(4-chlorophenyl)-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydroxide; water / Reflux

1.2: 20 °C / pH 1

2.1: pyridine / 0.5 h / 35 °C / Inert atmosphere

2.2: 70 °C

3.1: sodium tetrahydroborate; methanol / 1.5 h / Cooling with ice

4.1: potassium carbonate; potassium iodide / acetonitrile / 1 h / Reflux

5.1: Preparative HPLC, chiral silica gel phase based on selector poly(N-methacryloyl-L-isoleusine-3-pentylamide / ethyl acetate; 2-Methylpentane / Resolution of racemate

6.1: potassium carbonate / toluene / 6 h / Reflux

With pyridine; methanol; sodium tetrahydroborate; water; potassium carbonate; potassium iodide; sodium hydroxide; In 2-Methylpentane; ethyl acetate; toluene; acetonitrile;