2-(4-biphenylyl)-1-({(3RS)-1-[(dimethylamino)carbonyl]-3-pyrrolidinyl}methyl)-N-methyl-1H-benzimidazole-6-carboxamide

Base Information

• Chemical Name: 2-(4-biphenylyl)-1-({(3RS)-1-[(dimethylamino)carbonyl]-3-pyrrolidinyl}methyl)-N-methyl-1H-benzimidazole-6-carboxamide
• CAS No.: 1301188-36-2
• Molecular Formula: C₂₉H₃₁N₅O₂
• Molecular Weight: 481.597
• Mol file: 1301188-36-2.mol

Synonyms:2-(4-biphenylyl)-1-({(3RS)-1-[(dimethylamino)carbonyl]-3-pyrrolidinyl}methyl)-N-methyl-1H-benzimidazole-6-carboxamide

Chemical Property of 2-(4-biphenylyl)-1-({(3RS)-1-[(dimethylamino)carbonyl]-3-pyrrolidinyl}methyl)-N-methyl-1H-benzimidazole-6-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-biphenylyl)-1-({(3RS)-1-[(dimethylamino)carbonyl]-3-pyrrolidinyl}methyl)-N-methyl-1H-benzimidazole-6-carboxamide

There total 9 articles about 2-(4-biphenylyl)-1-({(3RS)-1-[(dimethylamino)carbonyl]-3-pyrrolidinyl}methyl)-N-methyl-1H-benzimidazole-6-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:

2-(4-biphenylyl)-N-methyl-1-[(3RS)-3-pyrrolidinylmethyl]-1H-benzimidazole-6-carboxamide (1301189-92-3) + N,N-Dimethylcarbamoyl chloride (79-44-7) → 2-(4-biphenylyl)-1-({(3RS)-1-[(dimethylamino)carbonyl]-3-pyrrolidinyl}methyl)-N-methyl-1H-benzimidazole-6-carboxamide (1301188-36-2)

Guidance literature:

2-(4-biphenylyl)-N-methyl-1-[(3RS)-3-pyrrolidinylmethyl]-1H-benzimidazole-6-carboxamide; N,N-Dimethylcarbamoyl chloride; With triethylamine; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 72h;

In 1-methyl-pyrrolidin-2-one;

Reference yield:

C-(1-benzyl-pyrrolidin-3-yl)-methylamine (93138-61-5) → 2-(4-biphenylyl)-1-({(3RS)-1-[(dimethylamino)carbonyl]-3-pyrrolidinyl}methyl)-N-methyl-1H-benzimidazole-6-carboxamide (1301188-36-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: dichloromethane / 12 h / 0 - 20 °C

2.1: hydrogen / palladium(II) hydroxide; palladium 10% on activated carbon / acetic acid; methanol / 48 h / 20 °C

3.1: triethylamine / methanol / 24 h / 0 - 20 °C

4.1: sodium hydroxide; water / methanol / 3 h / 20 °C

5.1: dimethyl sulfoxide / 17 h / 98 °C / Inert atmosphere

6.1: sodium dithionite / ethanol; dimethyl sulfoxide / 23 h / 80 °C

7.1: dmap; diisopropyl-carbodiimide / tetrahydrofuran / 0.75 h / 20 °C

7.2: 22 h / 20 °C

8.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

9.1: triethylamine / 1-methyl-pyrrolidin-2-one / 72 h / 20 °C

9.2: tris-amine resin

With dmap; sodium dithionite; water; hydrogen; triethylamine; trifluoroacetic acid; sodium hydroxide; diisopropyl-carbodiimide; palladium 10% on activated carbon; palladium(II) hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; acetic acid; dimethyl sulfoxide;

Reference yield:

2,2,2-trifluoro-N-{[(3RS)-1-(phenylmethyl)-3-pyrrolidinyl]methyl}acetamide (849632-74-2) → 2-(4-biphenylyl)-1-({(3RS)-1-[(dimethylamino)carbonyl]-3-pyrrolidinyl}methyl)-N-methyl-1H-benzimidazole-6-carboxamide (1301188-36-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: hydrogen / palladium(II) hydroxide; palladium 10% on activated carbon / acetic acid; methanol / 48 h / 20 °C

2.1: triethylamine / methanol / 24 h / 0 - 20 °C

3.1: sodium hydroxide; water / methanol / 3 h / 20 °C

4.1: dimethyl sulfoxide / 17 h / 98 °C / Inert atmosphere

5.1: sodium dithionite / ethanol; dimethyl sulfoxide / 23 h / 80 °C

6.1: dmap; diisopropyl-carbodiimide / tetrahydrofuran / 0.75 h / 20 °C

6.2: 22 h / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

8.1: triethylamine / 1-methyl-pyrrolidin-2-one / 72 h / 20 °C

8.2: tris-amine resin

With dmap; sodium dithionite; water; hydrogen; triethylamine; trifluoroacetic acid; sodium hydroxide; diisopropyl-carbodiimide; palladium 10% on activated carbon; palladium(II) hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; acetic acid; dimethyl sulfoxide;

upstream raw materials:

2-(4-biphenylyl)-N-methyl-1-[(3RS)-3-pyrrolidinylmethyl]-1H-benzimidazole-6-carboxamide

N,N-Dimethylcarbamoyl chloride

tert-butyl 3-(aminomethyl)pyrrolidine-1-carboxylate

C-(1-benzyl-pyrrolidin-3-yl)-methylamine