5-[2-(hydroxymethyl)-3-[4-methyl-5-oxo-6-(pyridine-3-ylamino)-4,5-dihydropyrazin-2-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-[2-(hydroxymethyl)-3-[4-methyl-5-oxo-6-(pyridine-3-ylamino)-4,5-dihydropyrazin-2-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1⁽⁹⁾,2⁽⁷⁾-dien-6-one
• CAS No.: 1346669-60-0
• Molecular Formula: C₂₈H₂₇N₅O₃S
• Molecular Weight: 513.62

Synonyms:5-[2-(hydroxymethyl)-3-[4-methyl-5-oxo-6-(pyridine-3-ylamino)-4,5-dihydropyrazin-2-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1⁽⁹⁾,2⁽⁷⁾-dien-6-one

Chemical Property of 5-[2-(hydroxymethyl)-3-[4-methyl-5-oxo-6-(pyridine-3-ylamino)-4,5-dihydropyrazin-2-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1⁽⁹⁾,2⁽⁷⁾-dien-6-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 5-[2-(hydroxymethyl)-3-[4-methyl-5-oxo-6-(pyridine-3-ylamino)-4,5-dihydropyrazin-2-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1⁽⁹⁾,2⁽⁷⁾-dien-6-one

There total 16 articles about 5-[2-(hydroxymethyl)-3-[4-methyl-5-oxo-6-(pyridine-3-ylamino)-4,5-dihydropyrazin-2-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:

C30H29N5O4S → 5-[2-(hydroxymethyl)-3-[4-methyl-5-oxo-6-(pyridine-3-ylamino)-4,5-dihydropyrazin-2-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1(9),2(7)-dien-6-one (1346669-60-0)

Guidance literature:

C₃₀H₂₉N₅O₄S; With potassium carbonate; In methanol; at 20 ℃; for 2h; Inert atmosphere;

With water; In methanol; dichloromethane;

Reference yield:

4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylic acid (40133-07-1) → 5-[2-(hydroxymethyl)-3-[4-methyl-5-oxo-6-(pyridine-3-ylamino)-4,5-dihydropyrazin-2-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1(9),2(7)-dien-6-one (1346669-60-0)

Guidance literature:

Multi-step reaction with 11 steps

1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 16 h / 0 - 20 °C

3: tetrahydrofuran / 4 h / -10 - 0 °C / Inert atmosphere

4: hydrogenchloride / dichloromethane; diethyl ether / 1 h / 20 °C

5: sulfuric acid / 16 h / 95 °C

6: hydroxylamine hydrochloride; sodium acetate / methanol / 16 h / 20 °C / Inert atmosphere

7: polyphosphoric acid / 16 h / 80 °C / Inert atmosphere

8: caesium carbonate / copper(l) iodide; N,N`-dimethylethylenediamine / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

9: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 8 h / 90 °C / Inert atmosphere

10: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 3 h / 100 °C / Inert atmosphere

11: potassium carbonate / methanol / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; oxalyl dichloride; sulfuric acid; hydroxylamine hydrochloride; potassium acetate; sodium acetate; sodium carbonate; potassium carbonate; caesium carbonate; triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N,N-dimethyl-formamide; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water;

Reference yield:

4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylic acid chloride (65361-26-4) → 5-[2-(hydroxymethyl)-3-[4-methyl-5-oxo-6-(pyridine-3-ylamino)-4,5-dihydropyrazin-2-yl]phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1(9),2(7)-dien-6-one (1346669-60-0)

Guidance literature:

Multi-step reaction with 10 steps

1: triethylamine / dichloromethane / 16 h / 0 - 20 °C

2: tetrahydrofuran / 4 h / -10 - 0 °C / Inert atmosphere

3: hydrogenchloride / dichloromethane; diethyl ether / 1 h / 20 °C

4: sulfuric acid / 16 h / 95 °C

5: hydroxylamine hydrochloride; sodium acetate / methanol / 16 h / 20 °C / Inert atmosphere

6: polyphosphoric acid / 16 h / 80 °C / Inert atmosphere

7: caesium carbonate / copper(l) iodide; N,N`-dimethylethylenediamine / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

8: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 8 h / 90 °C / Inert atmosphere

9: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 3 h / 100 °C / Inert atmosphere

10: potassium carbonate / methanol / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; sulfuric acid; hydroxylamine hydrochloride; potassium acetate; sodium acetate; sodium carbonate; potassium carbonate; caesium carbonate; triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water;

upstream raw materials:

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

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

pyridin-3-ylamine

2,6-dibromotoluene

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