3-(cyclopropylmethyl)-7-{[3-(2,4-difluorophenyl)piperazin-1-yl]methyl}-8-(trifluoromethyl)[1,2,4]triazolo[4,3-a]pyridine

Base Information

• Chemical Name: 3-(cyclopropylmethyl)-7-{[3-(2,4-difluorophenyl)piperazin-1-yl]methyl}-8-(trifluoromethyl)[1,2,4]triazolo[4,3-a]pyridine
• CAS No.: 1374668-02-6
• Molecular Formula: C₂₂H₂₂F₅N₅
• Molecular Weight: 451.442
• Mol file: 1374668-02-6.mol

Synonyms:

Chemical Property of 3-(cyclopropylmethyl)-7-{[3-(2,4-difluorophenyl)piperazin-1-yl]methyl}-8-(trifluoromethyl)[1,2,4]triazolo[4,3-a]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(cyclopropylmethyl)-7-{[3-(2,4-difluorophenyl)piperazin-1-yl]methyl}-8-(trifluoromethyl)[1,2,4]triazolo[4,3-a]pyridine

There total 15 articles about 3-(cyclopropylmethyl)-7-{[3-(2,4-difluorophenyl)piperazin-1-yl]methyl}-8-(trifluoromethyl)[1,2,4]triazolo[4,3-a]pyridine 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:

7-((methylsulfonyloxy)methyl)-3-(cyclopropylmethyl)-8-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridine (1254982-05-2) + 2-(2,4-difluorophenyl)piperazine (793657-84-8) → 3-(cyclopropylmethyl)-7-{[3-(2,4-difluorophenyl)piperazin-1-yl]methyl}-8-(trifluoromethyl)[1,2,4]triazolo[4,3-a]pyridine (1374668-02-6,1374668-03-7,1374668-04-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; sodium iodide; In acetonitrile; at 90 ℃; for 3.5h; Sealed vessel;

Reference yield:

2,4-difluorophenylacetic acid (81228-09-3) → 3-(cyclopropylmethyl)-7-{[3-(2,4-difluorophenyl)piperazin-1-yl]methyl}-8-(trifluoromethyl)[1,2,4]triazolo[4,3-a]pyridine (1374668-02-6,1374668-03-7,1374668-04-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfuric acid / 18 h / 20 °C / Reflux

2.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 16 h / 20 °C / Reflux

3.1: sodium methylate / methanol / 0.06 h / 20 °C / Inert atmosphere; Reflux

3.2: 3.5 h / Reflux

3.3: pH 7.5

4.1: borane tetrahydrofuran / tetrahydrofuran / 16 h / 20 - 80 °C / Inert atmosphere

4.2: 1 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; sodium iodide / acetonitrile / 3.5 h / 90 °C / Sealed vessel

With N-Bromosuccinimide; borane tetrahydrofuran; 2,2'-azobis(isobutyronitrile); sodium methylate; N-ethyl-N,N-diisopropylamine; sodium iodide; sulfuric acid; In tetrahydrofuran; methanol; tetrachloromethane; acetonitrile;

Reference yield:

2,4-dichloro-3-iodo-pyridine (343781-36-2) → 3-(cyclopropylmethyl)-7-{[3-(2,4-difluorophenyl)piperazin-1-yl]methyl}-8-(trifluoromethyl)[1,2,4]triazolo[4,3-a]pyridine (1374668-02-6,1374668-03-7,1374668-04-8)

Guidance literature:

Multi-step reaction with 10 steps

1.1: copper(l) iodide / N,N-dimethyl-formamide / 5 h / 100 °C / Sealed vessel

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.03 h / 0 °C

2.2: 1 h / 20 °C

3.1: hydrazine hydrate / 1,4-dioxane; water / 0.5 h / 160 °C / Microwave irradiation

4.1: triethylamine / dichloromethane / 0.33 h / 0 °C

5.1: trichlorophosphate / acetonitrile / 0.17 h / 150 °C / Microwave irradiation

6.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 0.22 h / 150 °C / Microwave irradiation

7.1: osmium(VIII) oxide; sodium periodate / 1,4-dioxane; water; tert-butyl alcohol / 2 h / 20 °C

8.1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C

9.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C

10.1: N-ethyl-N,N-diisopropylamine; sodium iodide / acetonitrile / 3.5 h / 90 °C / Sealed vessel

With sodium tetrahydroborate; sodium periodate; copper(l) iodide; osmium(VIII) oxide; sodium hydride; sodium hydrogencarbonate; hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil; tert-butyl alcohol;

upstream raw materials:

2,4-difluorophenylacetic acid

2,4-dichloropyridine

methyl 2-(2,4-difluorophenyl)acetate

2,4-dichloro-3-iodo-pyridine

Refernces