3-{4-[7-(aminocarbonyl)-5-fluoro-2H-indazol-2-yl]phenyl}-1-ethylpyridinium iodide

Base Information

• Chemical Name: 3-{4-[7-(aminocarbonyl)-5-fluoro-2H-indazol-2-yl]phenyl}-1-ethylpyridinium iodide
• CAS No.: 952480-04-5
• Molecular Formula: C₂₁H₁₈FN₄O*I
• Molecular Weight: 488.303
• Mol file: 952480-04-5.mol

Synonyms:3-{4-[7-(aminocarbonyl)-5-fluoro-2H-indazol-2-yl]phenyl}-1-ethylpyridinium iodide

Chemical Property of 3-{4-[7-(aminocarbonyl)-5-fluoro-2H-indazol-2-yl]phenyl}-1-ethylpyridinium iodide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{4-[7-(aminocarbonyl)-5-fluoro-2H-indazol-2-yl]phenyl}-1-ethylpyridinium iodide

There total 8 articles about 3-{4-[7-(aminocarbonyl)-5-fluoro-2H-indazol-2-yl]phenyl}-1-ethylpyridinium iodide 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:

5-fluoro-2-(4-pyridin-3-ylphenyl)-2H-indazole-7-carboxamide + ethyl iodide (75-03-6) → 3-{4-[7-(aminocarbonyl)-5-fluoro-2H-indazol-2-yl]phenyl}-1-ethylpyridinium iodide (952480-04-5)

Guidance literature:

In acetonitrile; for 3h; Heating / reflux;

Reference yield:

methyl 2-amino-5-fluoro-3-methylbenzoate (952479-98-0) → 3-{4-[7-(aminocarbonyl)-5-fluoro-2H-indazol-2-yl]phenyl}-1-ethylpyridinium iodide (952480-04-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 1,2-dichloro-ethane / 2 h / 55 °C

2.1: hydrogenchloride; sodium nitrite / water; toluene / 5 h / 0 - 90 °C

3.1: potassium hydroxide; water / 1,4-dioxane / 12 h / 20 °C

4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.25 h / 0 °C

4.2: 36 h / 20 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.33 h / 180 °C / Microwave irradiation

6.1: tris[tert-butyl]phosphonium tetrafluoroborate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 48.5 h / 90 °C

7.1: acetonitrile / 3 h / Heating / reflux

With hydrogenchloride; potassium hydroxide; water; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; tris[tert-butyl]phosphonium tetrafluoroborate; sodium nitrite; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

methyl 5-fluoro-1H-indazole-7-carboxylate (952480-01-2) → 3-{4-[7-(aminocarbonyl)-5-fluoro-2H-indazol-2-yl]phenyl}-1-ethylpyridinium iodide (952480-04-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium hydroxide; water / 1,4-dioxane / 12 h / 20 °C

2.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.25 h / 0 °C

2.2: 36 h / 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 0.33 h / 180 °C / Microwave irradiation

4.1: tris[tert-butyl]phosphonium tetrafluoroborate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 48.5 h / 90 °C

5.1: acetonitrile / 3 h / Heating / reflux

With potassium hydroxide; water; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; tris[tert-butyl]phosphonium tetrafluoroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

ethyl iodide

methyl 2-amino-5-fluoro-3-methylbenzoate

methyl 5-fluoro-1H-indazole-7-carboxylate

5-fluoro-1H-indazole-7-carboxamide

Downstream raw materials:

2-[4-(1-ethyl-1,2,5,6-tetrahydropyridin-3-yl)phenyl]-5-fluoro-2H-indazole-7-carboxamide

Refernces