5-[5-fluoro-2-(hydroxymethyl)-3-[1-methyl-5-({5-[(1-methylazetidin-3-yl)oxy]pyridin-2-yl}amino)-6-oxo-1,6-dihydropyridin-3-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1⁽⁹⁾,2⁽⁷⁾-dien-6-one

Base Information

• Chemical Name: 5-[5-fluoro-2-(hydroxymethyl)-3-[1-methyl-5-({5-[(1-methylazetidin-3-yl)oxy]pyridin-2-yl}amino)-6-oxo-1,6-dihydropyridin-3-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1⁽⁹⁾,2⁽⁷⁾-dien-6-one
• CAS No.: 1346670-48-1
• Molecular Formula: C₃₃H₃₄FN₅O₄S
• Molecular Weight: 615.728

Synonyms:5-[5-fluoro-2-(hydroxymethyl)-3-[1-methyl-5-({5-[(1-methylazetidin-3-yl)oxy]pyridin-2-yl}amino)-6-oxo-1,6-dihydropyridin-3-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1⁽⁹⁾,2⁽⁷⁾-dien-6-one

Chemical Property of 5-[5-fluoro-2-(hydroxymethyl)-3-[1-methyl-5-({5-[(1-methylazetidin-3-yl)oxy]pyridin-2-yl}amino)-6-oxo-1,6-dihydropyridin-3-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1⁽⁹⁾,2⁽⁷⁾-dien-6-one

Chemical Property:

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Safty Information:

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Technology Process of 5-[5-fluoro-2-(hydroxymethyl)-3-[1-methyl-5-({5-[(1-methylazetidin-3-yl)oxy]pyridin-2-yl}amino)-6-oxo-1,6-dihydropyridin-3-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1⁽⁹⁾,2⁽⁷⁾-dien-6-one

There total 18 articles about 5-[5-fluoro-2-(hydroxymethyl)-3-[1-methyl-5-({5-[(1-methylazetidin-3-yl)oxy]pyridin-2-yl}amino)-6-oxo-1,6-dihydropyridin-3-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1⁽⁹⁾,2⁽⁷⁾-dien-6-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: 10.0%

{4-fluoro-2-[1-methyl-5-({5-[(1-methylazetidin-3-yl)oxy]pyridin-2-yl}amino)-6-oxo-1,6-dihydropyridin-3-yl]-6-{6-oxo-8-thia-5azatricyclo[7.4.0.0(2,7)]trideca-1(9),2(7)-dien-5-yl}phenyl}methyl acetate (1346674-75-6) → 5-[5-fluoro-2-(hydroxymethyl)-3-[1-methyl-5-({5-[(1-methylazetidin-3-yl)oxy]pyridin-2-yl}amino)-6-oxo-1,6-dihydropyridin-3-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1(9),2(7)-dien-6-one (1346670-48-1)

Guidance literature:

With lithium hydroxide monohydrate; water; In isopropyl alcohol; at 30 ℃; for 2h;

Reference yield:

tert-butyl 3-((6-nitropyridin-3-yl)oxy)azetidine-1-carboxylate (1346674-71-2) → 5-[5-fluoro-2-(hydroxymethyl)-3-[1-methyl-5-({5-[(1-methylazetidin-3-yl)oxy]pyridin-2-yl}amino)-6-oxo-1,6-dihydropyridin-3-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1(9),2(7)-dien-6-one (1346670-48-1)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogen / platinum(IV) oxide / ethyl acetate; ethanol / 20 h / 2585.81 Torr / Inert atmosphere

2: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 2 h / Reflux

3: hydrogenchloride / 1,4-dioxane; methanol / 1 h / 80 °C

4: acetic acid; sodium tris(acetoxy)borohydride / water; methanol / 4 h / 20 °C

5: potassium phosphate; sodium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 2 h / 110 °C / sealed tube

6: water; lithium hydroxide monohydrate / isopropyl alcohol / 2 h / 30 °C

With hydrogenchloride; potassium phosphate; lithium hydroxide monohydrate; water; hydrogen; sodium acetate; sodium tris(acetoxy)borohydride; caesium carbonate; acetic acid; platinum(IV) oxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; methanol; ethanol; water; ethyl acetate; isopropyl alcohol; acetonitrile;

Reference yield:

tert-butyl 3-(6-aminopyridin-3-yloxy)azetidine-1-carboxylate (1346674-72-3) → 5-[5-fluoro-2-(hydroxymethyl)-3-[1-methyl-5-({5-[(1-methylazetidin-3-yl)oxy]pyridin-2-yl}amino)-6-oxo-1,6-dihydropyridin-3-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1(9),2(7)-dien-6-one (1346670-48-1)

Guidance literature:

Multi-step reaction with 5 steps

1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 2 h / Reflux

2: hydrogenchloride / 1,4-dioxane; methanol / 1 h / 80 °C

3: acetic acid; sodium tris(acetoxy)borohydride / water; methanol / 4 h / 20 °C

4: potassium phosphate; sodium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 2 h / 110 °C / sealed tube

5: water; lithium hydroxide monohydrate / isopropyl alcohol / 2 h / 30 °C

With hydrogenchloride; potassium phosphate; lithium hydroxide monohydrate; water; sodium acetate; sodium tris(acetoxy)borohydride; caesium carbonate; acetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; methanol; water; isopropyl alcohol; acetonitrile;

upstream raw materials:

4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylic acid

4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylic acid chloride

5-bromo-1-methyl-3-((5-(1-methylazetidin-3-yloxy)pyridin-2-yl)amino)pyridine-2(1H)-one

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-fluoro-6-(1-oxo-3,4,5,6,7,8-hexahydrobenzothieno[2,3-c]pyridin-2(1H)-yl)benzyl acetate

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