6-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]-triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid

Base Information

• Chemical Name: 6-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]-triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid
• CAS No.: 1374673-29-6
• Molecular Formula: C₁₅H₁₂FN₅O₃
• Molecular Weight: 329.29
• Mol file: 1374673-29-6.mol

Synonyms:6-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]-triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid

Chemical Property of 6-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]-triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]-triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid

There total 8 articles about 6-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]-triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid 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: 99.0%

6-[3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid ethyl ester (1374672-68-0) → 6-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]-triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid (1374673-29-6)

Guidance literature:

6-[3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid ethyl ester; With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 20 ℃; for 0.5h;

With hydrogenchloride; In water;

Reference yield:

4-fluoroaniline (371-40-4) → 6-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]-triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid (1374673-29-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: trifluoroacetic acid; sodium azide; sodium nitrite; sulfuric acid / water / 1.5 h / 10 - 18 °C / Cooling with ice

2.1: hexane / 144 h / 20 °C / Cooling with ice; Darkness

3.1: potassium hydroxide / methanol / 6 h / Reflux

4.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -75 °C / Inert atmosphere

4.2: 1 h / -75 - 20 °C

5.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

6.1: sodium hydride / tetrahydrofuran; mineral oil / 16.5 h / 20 °C / Cooling with ice

7.1: sodium carbonate / palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / Inert atmosphere

7.2: 50 °C

8.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 0.5 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; sodium azide; sulfuric acid; lithium hydroxide monohydrate; water; sodium hydride; sodium carbonate; trifluoroacetic acid; potassium hydroxide; sodium nitrite; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; In tetrahydrofuran; methanol; hexane; water; mineral oil;

Reference yield:

p-azidofluorobenzene (3296-02-4) → 6-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]-triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid (1374673-29-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hexane / 144 h / 20 °C / Cooling with ice; Darkness

2.1: potassium hydroxide / methanol / 6 h / Reflux

3.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -75 °C / Inert atmosphere

3.2: 1 h / -75 - 20 °C

4.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 16.5 h / 20 °C / Cooling with ice

6.1: sodium carbonate / palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / Inert atmosphere

6.2: 50 °C

7.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 0.5 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; lithium hydroxide monohydrate; water; sodium hydride; sodium carbonate; potassium hydroxide; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; In tetrahydrofuran; methanol; hexane; mineral oil;

upstream raw materials:

6-[3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid ethyl ester

4-fluoroaniline

p-azidofluorobenzene

1-[3-(4-fluoro-phenyl)-5-methyl-4,5-dihydro-3H-[1,2,3]triazol-4-yl]-piperidine

Downstream raw materials:

6-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid isopropylamide