(E)-4-fluoro-N-(1-((1s,4s)-4-(isopropylcarbamoyl)-cyclohexyl)-6-(pyridin-2-yloxy)-1H-benzo[d]imidazol-2(3H)-ylidene)benzamide

Base Information

• Chemical Name: (E)-4-fluoro-N-(1-((1s,4s)-4-(isopropylcarbamoyl)-cyclohexyl)-6-(pyridin-2-yloxy)-1H-benzo[d]imidazol-2(3H)-ylidene)benzamide
• CAS No.: 1357920-71-8
• Molecular Formula: C₂₉H₃₀FN₅O₃
• Molecular Weight: 515.587
• Mol file: 1357920-71-8.mol

Synonyms:

Chemical Property of (E)-4-fluoro-N-(1-((1s,4s)-4-(isopropylcarbamoyl)-cyclohexyl)-6-(pyridin-2-yloxy)-1H-benzo[d]imidazol-2(3H)-ylidene)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-fluoro-N-(1-((1s,4s)-4-(isopropylcarbamoyl)-cyclohexyl)-6-(pyridin-2-yloxy)-1H-benzo[d]imidazol-2(3H)-ylidene)benzamide

There total 6 articles about (E)-4-fluoro-N-(1-((1s,4s)-4-(isopropylcarbamoyl)-cyclohexyl)-6-(pyridin-2-yloxy)-1H-benzo[d]imidazol-2(3H)-ylidene)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:

2-chloropyridine (109-09-1) + (E)-4-fluoro-N-(6-hydroxy-1-((1s,4s)-4-(isopropylcarbamoyl)-cyclohexyl)-1H-benzo[d]imidazol-2(3H)-ylidene)benzamide (1357920-67-2,1388225-91-9) → (E)-4-fluoro-N-(1-((1s,4s)-4-(isopropylcarbamoyl)-cyclohexyl)-6-(pyridin-2-yloxy)-1H-benzo[d]imidazol-2(3H)-ylidene)benzamide (1357920-71-8,1388225-64-6)

Guidance literature:

With caesium carbonate; In 1-methyl-pyrrolidin-2-one; at 160 ℃; for 6h; Microwave irradiation;

DOI:10.1021/jm3005866

Reference yield:

2-fluoro-4-(4-methoxybenzyloxy)-1-nitrobenzene (1357922-78-1) → (E)-4-fluoro-N-(1-((1s,4s)-4-(isopropylcarbamoyl)-cyclohexyl)-6-(pyridin-2-yloxy)-1H-benzo[d]imidazol-2(3H)-ylidene)benzamide (1357920-71-8,1388225-64-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: N-ethyl-N,N-diisopropylamine / acetone / 80 °C

2.1: acetic acid; zinc / methanol / 3 h / 20 °C

3.1: ethanol / 2 h / 20 °C

4.1: triethylamine / dichloromethane / 0.17 h / 20 °C

4.2: 1 h

5.1: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C

6.1: caesium carbonate / 1-methyl-pyrrolidin-2-one / 6 h / 160 °C / Microwave irradiation

With caesium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; zinc; In 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane; acetone;

DOI:10.1021/jm3005866

Reference yield:

(1s,4s)-N-isopropyl-4-((5-((4-methoxybenzyl)oxy)-2-nitrophenyl)amino)cyclohexanecarboxamide (1357922-80-5) → (E)-4-fluoro-N-(1-((1s,4s)-4-(isopropylcarbamoyl)-cyclohexyl)-6-(pyridin-2-yloxy)-1H-benzo[d]imidazol-2(3H)-ylidene)benzamide (1357920-71-8,1388225-64-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: acetic acid; zinc / methanol / 3 h / 20 °C

2.1: ethanol / 2 h / 20 °C

3.1: triethylamine / dichloromethane / 0.17 h / 20 °C

3.2: 1 h

4.1: trifluoroacetic acid / dichloromethane / 2.5 h / 20 °C

5.1: caesium carbonate / 1-methyl-pyrrolidin-2-one / 6 h / 160 °C / Microwave irradiation

With caesium carbonate; acetic acid; triethylamine; trifluoroacetic acid; zinc; In 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane;

DOI:10.1021/jm3005866

upstream raw materials:

2-chloropyridine

(E)-4-fluoro-N-(6-hydroxy-1-((1s,4s)-4-(isopropylcarbamoyl)-cyclohexyl)-1H-benzo[d]imidazol-2(3H)-ylidene)benzamide

C₁₀H₂₀N₂O*ClH

2-fluoro-4-(4-methoxybenzyloxy)-1-nitrobenzene