N-(5-(2,4-dichloro-6-ethoxyphenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-5-fluoro-2-((5-methoxy-2-methylpyrimidin-4-yl)methoxy)nicotinamide

Base Information

• Chemical Name: N-(5-(2,4-dichloro-6-ethoxyphenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-5-fluoro-2-((5-methoxy-2-methylpyrimidin-4-yl)methoxy)nicotinamide
• CAS No.: 1351764-55-0
• Molecular Formula: C₃₀H₂₅Cl₂FN₆O₅
• Molecular Weight: 639.47
• Mol file: 1351764-55-0.mol

Synonyms:

Chemical Property of N-(5-(2,4-dichloro-6-ethoxyphenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-5-fluoro-2-((5-methoxy-2-methylpyrimidin-4-yl)methoxy)nicotinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(5-(2,4-dichloro-6-ethoxyphenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-5-fluoro-2-((5-methoxy-2-methylpyrimidin-4-yl)methoxy)nicotinamide

There total 15 articles about N-(5-(2,4-dichloro-6-ethoxyphenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-5-fluoro-2-((5-methoxy-2-methylpyrimidin-4-yl)methoxy)nicotinamide 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:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → N-(5-(2,4-dichloro-6-ethoxyphenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-5-fluoro-2-((5-methoxy-2-methylpyrimidin-4-yl)methoxy)nicotinamide (1351764-55-0)

Guidance literature:

Multi-step reaction with 9 steps

1.1: acetic acid / dichloromethane / 0.5 h / 40 °C / Industry scale; Inert atmosphere

1.2: 5 °C

2.1: tetrahydrofuran / 16 h / 15 - 20 °C

3.1: acetic acid / 24 h / 92 °C / Industry scale; Inert atmosphere

4.1: N,N-dimethyl-aniline; phosphorus trichloride / toluene / 16 h / 110 °C / Industry scale; Inert atmosphere

4.2: 25 °C / pH > 12

5.1: 2,4,6-Triisopropylbenzenesulfonyl azide; potassium tert-butylate / 2-methyltetrahydrofuran / 2.5 h / 40 - 50 °C / Inert atmosphere; 3 ? molecular sieve

5.2: 36 h / -20 - 30 °C / pH > 12

6.1: hydrogen / platinum(IV) oxide / 1,4-dioxane / 3 h / 7500.75 Torr / Industry scale; Autoclave

7.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 3 h / 80 °C / Inert atmosphere

8.1: aluminum (III) chloride / methoxybenzene / 16 h / 70 °C / Inert atmosphere

9.1: 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 0.5 h

9.2: 20 °C

With 4-methyl-morpholine; aluminum (III) chloride; 2,4,6-Triisopropylbenzenesulfonyl azide; potassium tert-butylate; hydrogen; sodium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N,N-dimethyl-aniline; phosphorus trichloride; platinum(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 2-methyltetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; methoxybenzene; N,N-dimethyl-formamide; toluene;

Reference yield:

3,5-dichlorophenol (591-35-5) → N-(5-(2,4-dichloro-6-ethoxyphenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-5-fluoro-2-((5-methoxy-2-methylpyrimidin-4-yl)methoxy)nicotinamide (1351764-55-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / toluene; mineral oil / 2.25 h / 0 - 10 °C / Industry scale; Inert atmosphere

1.2: 2 h / 10 °C

2.1: potassium carbonate; sodium hydroxide / N,N-dimethyl-formamide; ethanol / 50 °C / Industry scale; Inert atmosphere

2.2: 1 h / 50 - 55 °C

3.1: triethylamine / palladium diacetate; CataCXiumPOMeCy / 1,4-dioxane / 1 h / 10 °C / Inert atmosphere; Industry scale

3.2: 5 h / 80 °C / Inert atmosphere

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 3 h / 80 °C / Inert atmosphere

5.1: aluminum (III) chloride / methoxybenzene / 16 h / 70 °C / Inert atmosphere

6.1: 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 0.5 h

6.2: 20 °C

With 4-methyl-morpholine; aluminum (III) chloride; sodium hydride; sodium carbonate; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; CataCXiumPOMeCy; palladium diacetate; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; methoxybenzene; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

3-azido-5-chloro-1-(4-methoxy-benzyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one (376584-35-9) → N-(5-(2,4-dichloro-6-ethoxyphenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-5-fluoro-2-((5-methoxy-2-methylpyrimidin-4-yl)methoxy)nicotinamide (1351764-55-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogen / platinum(IV) oxide / 1,4-dioxane / 3 h / 7500.75 Torr / Industry scale; Autoclave

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 3 h / 80 °C / Inert atmosphere

3.1: aluminum (III) chloride / methoxybenzene / 16 h / 70 °C / Inert atmosphere

4.1: 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 0.5 h

4.2: 20 °C

With 4-methyl-morpholine; aluminum (III) chloride; hydrogen; sodium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; platinum(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; 1,2-dimethoxyethane; methoxybenzene; N,N-dimethyl-formamide;

upstream raw materials:

anthranilic acid

3,5-dichlorophenol

(5-methoxy-2-methylpyrimidin-4-yl)methanol

2-chloro-5-fluoronicotinic acid

Refernces