(3R)-3-[(2-chlorobenzoyl)amino]-N-methyl-N-(4-pyridin-4-ylcyclohexyl)-2,3-dihydro-1H-indene-5-carboxylic acid amide

Base Information

• Chemical Name: (3R)-3-[(2-chlorobenzoyl)amino]-N-methyl-N-(4-pyridin-4-ylcyclohexyl)-2,3-dihydro-1H-indene-5-carboxylic acid amide
• CAS No.: 1365563-49-0
• Molecular Formula: C₂₉H₃₀ClN₃O₂
• Molecular Weight: 488.029
• Mol file: 1365563-49-0.mol

Synonyms:(3R)-3-[(2-chlorobenzoyl)amino]-N-methyl-N-(4-pyridin-4-ylcyclohexyl)-2,3-dihydro-1H-indene-5-carboxylic acid amide

Chemical Property of (3R)-3-[(2-chlorobenzoyl)amino]-N-methyl-N-(4-pyridin-4-ylcyclohexyl)-2,3-dihydro-1H-indene-5-carboxylic acid amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-3-[(2-chlorobenzoyl)amino]-N-methyl-N-(4-pyridin-4-ylcyclohexyl)-2,3-dihydro-1H-indene-5-carboxylic acid amide

There total 12 articles about (3R)-3-[(2-chlorobenzoyl)amino]-N-methyl-N-(4-pyridin-4-ylcyclohexyl)-2,3-dihydro-1H-indene-5-carboxylic acid amide 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: 32.0%

(3R)-3-[(2-chloro-benzoyl)amino]-2,3-dihydro-1H-indene-5-carboxylic acid (1246506-61-5) + N-Methyl-4-(pyridin-4-yl)cyclohexanamine (1365153-66-7) → (3R)-3-[(2-chlorobenzoyl)amino]-N-methyl-N-(4-pyridin-4-ylcyclohexyl)-2,3-dihydro-1H-indene-5-carboxylic acid amide (1365563-49-0)

Guidance literature:

(3R)-3-[(2-chloro-benzoyl)amino]-2,3-dihydro-1H-indene-5-carboxylic acid; With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; cooling with ice;

N-Methyl-4-(pyridin-4-yl)cyclohexanamine; In dichloromethane; at 20 ℃;

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → (3R)-3-[(2-chlorobenzoyl)amino]-N-methyl-N-(4-pyridin-4-ylcyclohexyl)-2,3-dihydro-1H-indene-5-carboxylic acid amide (1365563-49-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 1.5 h / -78 °C

1.2: 2 h / -78 °C

1.3: Cooling

2.1: thionyl chloride; pyridine / 0.25 h / -10 °C

2.2: cooling with ice

3.1: hydrogen / palladium(II) hydroxide / methanol / 3 h / 20 °C / Inert atmosphere

4.1: hydrogenchloride; water / tetrahydrofuran / 3 h / 20 °C

5.1: acetic acid / methanol / 1 h / 0 - 20 °C

5.2: 14 h / 0 - 20 °C

6.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / cooling with ice

6.2: 20 °C

With pyridine; hydrogenchloride; n-butyllithium; thionyl chloride; water; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; palladium(II) hydroxide; acetic acid; In tetrahydrofuran; methanol; hexane; dichloromethane;

Reference yield:

4-(pyridin-4-yl)-cyclohexanone (103319-02-4) → (3R)-3-[(2-chlorobenzoyl)amino]-N-methyl-N-(4-pyridin-4-ylcyclohexyl)-2,3-dihydro-1H-indene-5-carboxylic acid amide (1365563-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid / methanol / 1 h / 0 - 20 °C

1.2: 14 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / cooling with ice

2.2: 20 °C

With N-ethyl-N,N-diisopropylamine; HATU; acetic acid; In methanol; dichloromethane;

upstream raw materials:

4-(pyridin-4-yl)-cyclohexanone

cyclohexanedione monoethylene ketal

o-chlorobenzoyl chloride

4-bromopyridin