5-[5-fluoro-2-(hydroxymethyl)-3-(4-methyl-6-{[4-(morpholin-4-yl)phenyl]amino}-5-oxo-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-[5-fluoro-2-(hydroxymethyl)-3-(4-methyl-6-{[4-(morpholin-4-yl)phenyl]amino}-5-oxo-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.: 1346669-71-3
• Molecular Formula: C₃₃H₃₄FN₅O₄S
• Molecular Weight: 615.728
• Mol file: 1346669-71-3.mol

Synonyms:5-[5-fluoro-2-(hydroxymethyl)-3-(4-methyl-6-{[4-(morpholin-4-yl)phenyl]amino}-5-oxo-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-[5-fluoro-2-(hydroxymethyl)-3-(4-methyl-6-{[4-(morpholin-4-yl)phenyl]amino}-5-oxo-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):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[5-fluoro-2-(hydroxymethyl)-3-(4-methyl-6-{[4-(morpholin-4-yl)phenyl]amino}-5-oxo-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 12 articles about 5-[5-fluoro-2-(hydroxymethyl)-3-(4-methyl-6-{[4-(morpholin-4-yl)phenyl]amino}-5-oxo-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: 40.0%

[4-fluoro-2-(4-methyl-6-{[4-(morpholin-4-yl)phenyl]amino}-5-oxopyrazin-2-yl)-6-{6-oxo-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1(9),2(7)-dien-5-yl}phenyl]methyl acetate (1346673-08-2) → 5-[5-fluoro-2-(hydroxymethyl)-3-(4-methyl-6-{[4-(morpholin-4-yl)phenyl]amino}-5-oxo-4,5-dihydropyrazin-2-yl)phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1(9),2(7)-dien-6-one (1346669-71-3)

Guidance literature:

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

Reference yield:

4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylic acid (40133-07-1) → 5-[5-fluoro-2-(hydroxymethyl)-3-(4-methyl-6-{[4-(morpholin-4-yl)phenyl]amino}-5-oxo-4,5-dihydropyrazin-2-yl)phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1(9),2(7)-dien-6-one (1346669-71-3)

Guidance literature:

Multi-step reaction with 10 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 / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere

9: 1,2-dimethoxyethane; water / 0.5 h / 130 °C / microwave irradiation

10: water; lithium hydroxide / isopropyl alcohol; tetrahydrofuran / 2 h / 30 °C

With hydrogenchloride; oxalyl dichloride; sulfuric acid; hydroxylamine hydrochloride; water; sodium acetate; caesium carbonate; triethylamine; lithium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N-dimethyl-formamide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; isopropyl alcohol;

Reference yield:

4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylic acid chloride (65361-26-4) → 5-[5-fluoro-2-(hydroxymethyl)-3-(4-methyl-6-{[4-(morpholin-4-yl)phenyl]amino}-5-oxo-4,5-dihydropyrazin-2-yl)phenyl]-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1(9),2(7)-dien-6-one (1346669-71-3)

Guidance literature:

Multi-step reaction with 9 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 / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere

8: 1,2-dimethoxyethane; water / 0.5 h / 130 °C / microwave irradiation

9: water; lithium hydroxide / isopropyl alcohol; tetrahydrofuran / 2 h / 30 °C

With hydrogenchloride; sulfuric acid; hydroxylamine hydrochloride; water; sodium acetate; caesium carbonate; triethylamine; lithium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; isopropyl alcohol;

upstream raw materials:

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

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

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

[4-fluoro-2-(4-methyl-6-{[4-(morpholin-4-yl)phenyl]amino}-5-oxopyrazin-2-yl)-6-{6-oxo-8-thia-5-azatricyclo[7.4.0.0(2,7)]trideca-1⁽⁹⁾,2⁽⁷⁾-dien-5-yl}phenyl]methyl acetate