N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-2-(4-pyridinyl)-1,3-thiazol-4-carboxamide trifluoroacetate

Base Information

• Chemical Name: N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-2-(4-pyridinyl)-1,3-thiazol-4-carboxamide trifluoroacetate
• CAS No.: 1093255-39-0
• Molecular Formula: C₂HF₃O₂*C₂₃H₁₃Cl₂FN₄O₂S
• Molecular Weight: 613.376
• Mol file: 1093255-39-0.mol

Synonyms:N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-2-(4-pyridinyl)-1,3-thiazol-4-carboxamide trifluoroacetate

Chemical Property of N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-2-(4-pyridinyl)-1,3-thiazol-4-carboxamide trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-2-(4-pyridinyl)-1,3-thiazol-4-carboxamide trifluoroacetate

There total 8 articles about N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-2-(4-pyridinyl)-1,3-thiazol-4-carboxamide trifluoroacetate 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: 39.0%

3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile (1093254-29-5) + 2-(4-Pyridyl)-1,3-thiazole-4-carboxylic acid (21278-86-4) + trifluoroacetic acid (76-05-1) → N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-2-(4-pyridinyl)-1,3-thiazol-4-carboxamide trifluoroacetate (1093255-39-0)

Guidance literature:

3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile; 2-(4-Pyridyl)-1,3-thiazole-4-carboxylic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃;

trifluoroacetic acid;

Reference yield:

3-chloro-5-hydroxybenzonitrile (473923-97-6) → N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-2-(4-pyridinyl)-1,3-thiazol-4-carboxamide trifluoroacetate (1093255-39-0)

Guidance literature:

Multi-step reaction with 10 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

1.2: 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.2: 3 h / 0 - 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 2 h / Reflux

4.1: copper(I) oxide / acetonitrile / 2 h / Reflux

5.1: sodium dithionite / tetrahydrofuran; water / 1 h / 20 °C

6.1: tert.-butylnitrite; copper dichloride / acetonitrile / 0.5 h / 50 °C / Inert atmosphere

7.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 4 h / 85 °C

8.1: N,N-dimethyl-formamide / 60 °C

9.1: hydrazine hydrate / methanol / 2 h / 60 °C

10.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 20 °C

With copper(I) oxide; N-Bromosuccinimide; tert.-butylnitrite; sodium dithionite; 2,2'-azobis(isobutyronitrile); sodium hydride; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; copper dichloride; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;

Reference yield:

3-chloro-5-methoxybenzonitrile (473923-96-5) → N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-2-(4-pyridinyl)-1,3-thiazol-4-carboxamide trifluoroacetate (1093255-39-0)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 2,4,6-trimethyl-pyridine; lithium iodide / 8 h / 185 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

2.2: 0 - 20 °C

3.1: sodium hydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.2: 3 h / 0 - 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 2 h / Reflux

5.1: copper(I) oxide / acetonitrile / 2 h / Reflux

6.1: sodium dithionite / tetrahydrofuran; water / 1 h / 20 °C

7.1: tert.-butylnitrite; copper dichloride / acetonitrile / 0.5 h / 50 °C / Inert atmosphere

8.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 4 h / 85 °C

9.1: ammonia / methanol; dichloromethane / 2 h / 20 °C

10.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 20 °C

With 2,4,6-trimethyl-pyridine; copper(I) oxide; N-Bromosuccinimide; tert.-butylnitrite; sodium dithionite; 2,2'-azobis(isobutyronitrile); ammonia; sodium hydride; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; copper dichloride; lithium iodide; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;

upstream raw materials:

3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile

2-(4-Pyridyl)-1,3-thiazole-4-carboxylic acid

trifluoroacetic acid

3-chloro-5-methoxybenzonitrile

Refernces