6-ethoxy-5-((2-(4-(1-ethylpiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-N-methyl-1H-indole-1-carboxamide

Base Information

• Chemical Name: 6-ethoxy-5-((2-(4-(1-ethylpiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-N-methyl-1H-indole-1-carboxamide
• CAS No.: 1622204-15-2
• Molecular Formula: C₃₁H₃₅N₅O₄
• Molecular Weight: 541.65
• Mol file: 1622204-15-2.mol

Synonyms:6-ethoxy-5-((2-(4-(1-ethylpiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-N-methyl-1H-indole-1-carboxamide

Chemical Property of 6-ethoxy-5-((2-(4-(1-ethylpiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-N-methyl-1H-indole-1-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-ethoxy-5-((2-(4-(1-ethylpiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-N-methyl-1H-indole-1-carboxamide

There total 14 articles about 6-ethoxy-5-((2-(4-(1-ethylpiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-N-methyl-1H-indole-1-carboxamide 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: 87.0%

6-ethoxy-N-methyl-5-((2-(4-(piperidin-4-yl)benzamide)pyridin-4-yl)oxy)-1H-indole-1-carboxamide (1622204-14-1) + acetaldehyde (75-07-0,9002-91-9) → 6-ethoxy-5-((2-(4-(1-ethylpiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-N-methyl-1H-indole-1-carboxamide (1622204-15-2)

Guidance literature:

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; at 20 ℃; for 1.5h;

Reference yield:

4-ethoxy-3-hydroxybenzaldehyde (2539-53-9) → 6-ethoxy-5-((2-(4-(1-ethylpiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-N-methyl-1H-indole-1-carboxamide (1622204-15-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: potassium carbonate / ethanol / 2.5 h / 90 °C / Inert atmosphere

2.1: acetic acid; ammonium acetate / 2.5 h / 130 °C / Inert atmosphere

3.1: acetic acid; nitric acid / 6 h / 20 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol; water / 17 h

5.1: potassium tert-butylate / dimethyl sulfoxide / 4 h / 160 °C / Inert atmosphere

6.1: methanol; sodium hydroxide / 2.5 h / 75 °C / Inert atmosphere

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.67 h / 0 - 20 °C / Inert atmosphere

7.2: 3 h / 0 - 20 °C

8.1: 1,2,3-Benzotriazole; thionyl chloride / dichloromethane / 0.42 h / 20 °C / Inert atmosphere

8.2: 14 h / 0 - 20 °C

9.1: trifluoroacetic acid / dichloromethane / 1.83 h / 0 - 20 °C

10.1: sodium tris(acetoxy)borohydride / tetrahydrofuran / 1.5 h / 20 °C

With methanol; 1,2,3-Benzotriazole; thionyl chloride; palladium 10% on activated carbon; potassium tert-butylate; ammonium acetate; hydrogen; nitric acid; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; acetic acid; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

Reference yield:

3,4-dihydroxybenzaldehyde (139-85-5) → 6-ethoxy-5-((2-(4-(1-ethylpiperidin-4-yl)benzamide)pyridin-4-yl)oxy)-N-methyl-1H-indole-1-carboxamide (1622204-15-2)

Guidance literature:

Multi-step reaction with 11 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 0 °C / Inert atmosphere

2.1: potassium carbonate / ethanol / 2.5 h / 90 °C / Inert atmosphere

3.1: acetic acid; ammonium acetate / 2.5 h / 130 °C / Inert atmosphere

4.1: acetic acid; nitric acid / 6 h / 20 °C

5.1: palladium 10% on activated carbon; hydrogen / methanol; water / 17 h

6.1: potassium tert-butylate / dimethyl sulfoxide / 4 h / 160 °C / Inert atmosphere

7.1: methanol; sodium hydroxide / 2.5 h / 75 °C / Inert atmosphere

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.67 h / 0 - 20 °C / Inert atmosphere

8.2: 3 h / 0 - 20 °C

9.1: 1,2,3-Benzotriazole; thionyl chloride / dichloromethane / 0.42 h / 20 °C / Inert atmosphere

9.2: 14 h / 0 - 20 °C

10.1: trifluoroacetic acid / dichloromethane / 1.83 h / 0 - 20 °C

11.1: sodium tris(acetoxy)borohydride / tetrahydrofuran / 1.5 h / 20 °C

With methanol; 1,2,3-Benzotriazole; thionyl chloride; palladium 10% on activated carbon; potassium tert-butylate; ammonium acetate; hydrogen; nitric acid; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; acetic acid; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

6-ethoxy-N-methyl-5-((2-(4-(piperidin-4-yl)benzamide)pyridin-4-yl)oxy)-1H-indole-1-carboxamide

acetaldehyde

3,4-dihydroxybenzaldehyde

4-ethoxy-3-hydroxybenzaldehyde

Refernces