N-(cyano(d₂-methyl))-4-(2-(4-(d₈-morpholino)phenylamino)pyrimidin-4-yl)benzamide

Base Information

• Chemical Name: N-(cyano(d₂-methyl))-4-(2-(4-(d₈-morpholino)phenylamino)pyrimidin-4-yl)benzamide
• CAS No.: 1619927-69-3
• Molecular Formula: C₂₃H₂₂N₆O₂
• Molecular Weight: 424.387

Synonyms:N-(cyano(d₂-methyl))-4-(2-(4-(d₈-morpholino)phenylamino)pyrimidin-4-yl)benzamide

Chemical Property of N-(cyano(d₂-methyl))-4-(2-(4-(d₈-morpholino)phenylamino)pyrimidin-4-yl)benzamide

Chemical Property:

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Technology Process of N-(cyano(d₂-methyl))-4-(2-(4-(d₈-morpholino)phenylamino)pyrimidin-4-yl)benzamide

There total 7 articles about N-(cyano(d₂-methyl))-4-(2-(4-(d₈-morpholino)phenylamino)pyrimidin-4-yl)benzamide 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: 67.0%

4-(2-(4-(d8-morpholino)phenylamino)pyrimidin-4-yl)benzoic acid + 2-amino-2,2-d2-acetonitrile hydrochloride → N-(cyano(d2-methyl))-4-(2-(4-(d8-morpholino)phenylamino)pyrimidin-4-yl)benzamide (1619927-69-3)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 19h; Inert atmosphere;

Reference yield:

4-(4-nitrophenyl)-d8-morpholine (1115228-37-9) → N-(cyano(d2-methyl))-4-(2-(4-(d8-morpholino)phenylamino)pyrimidin-4-yl)benzamide (1619927-69-3)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen; palladium 10% on activated carbon / methanol / 20 h / 40 °C

2: toluene-4-sulfonic acid / water; 1,4-dioxane / 20 h / Reflux

3: water; sodium hydroxide / tetrahydrofuran; methanol / 2 h / 65 °C

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 19 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; water; hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

Reference yield:

4-chlorobenzonitrile (100-00-5) → N-(cyano(d2-methyl))-4-(2-(4-(d8-morpholino)phenylamino)pyrimidin-4-yl)benzamide (1619927-69-3)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / dimethyl sulfoxide / 16 h / 100 °C

2: hydrogen; palladium 10% on activated carbon / methanol / 20 h / 40 °C

3: toluene-4-sulfonic acid / water; 1,4-dioxane / 20 h / Reflux

4: water; sodium hydroxide / tetrahydrofuran; methanol / 2 h / 65 °C

5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 19 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; water; hydrogen; potassium carbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

4-(4-nitrophenyl)-d₈-morpholine

4-chlorobenzonitrile

4-(d₈-morpholino)phenylamine

4-methoxycarbonylphenylboronic acid

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