5-((9-nitro-5,6-dihydro-2H-imidazo[2,1-b][1,3,6]oxadiazocin-4(3H)-yl)methyl)-N-(4-(trifluoromethoxy)phenyl)picolinamide

Base Information

• Chemical Name: 5-((9-nitro-5,6-dihydro-2H-imidazo[2,1-b][1,3,6]oxadiazocin-4(3H)-yl)methyl)-N-(4-(trifluoromethoxy)phenyl)picolinamide
• CAS No.: 1437121-85-1
• Molecular Formula: C₂₁H₁₉F₃N₆O₅
• Molecular Weight: 492.414
• Mol file: 1437121-85-1.mol

Synonyms:

Chemical Property of 5-((9-nitro-5,6-dihydro-2H-imidazo[2,1-b][1,3,6]oxadiazocin-4(3H)-yl)methyl)-N-(4-(trifluoromethoxy)phenyl)picolinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-((9-nitro-5,6-dihydro-2H-imidazo[2,1-b][1,3,6]oxadiazocin-4(3H)-yl)methyl)-N-(4-(trifluoromethoxy)phenyl)picolinamide

There total 7 articles about 5-((9-nitro-5,6-dihydro-2H-imidazo[2,1-b][1,3,6]oxadiazocin-4(3H)-yl)methyl)-N-(4-(trifluoromethoxy)phenyl)picolinamide 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:

N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-N-(2-(2,4-dinitro-1H-imidazol-1-yl)ethyl)prop-2-en-1-amine (1437126-10-7) → 5-((9-nitro-5,6-dihydro-2H-imidazo[2,1-b][1,3,6]oxadiazocin-4(3H)-yl)methyl)-N-(4-(trifluoromethoxy)phenyl)picolinamide (1437121-85-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 48 h / 20 °C

2.1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane / 0 - 90 °C / Cooling with ice; Reflux

3.1: sodium iodide / acetone / 1 h / Reflux

3.2: 16 h / 55 °C

With carbonochloridic acid 1-chloro-ethyl ester; tetrabutyl ammonium fluoride; sodium iodide; In tetrahydrofuran; 1,2-dichloro-ethane; acetone;

Reference yield:

4-allyl-9-nitro-3,4,5,6-tetrahydro-2H-imidazo[2,1-b][1,3,6]oxadiazocine (1437109-98-2) → 5-((9-nitro-5,6-dihydro-2H-imidazo[2,1-b][1,3,6]oxadiazocin-4(3H)-yl)methyl)-N-(4-(trifluoromethoxy)phenyl)picolinamide (1437121-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: carbonochloridic acid 1-chloro-ethyl ester / 1,2-dichloro-ethane / 0 - 90 °C / Cooling with ice; Reflux

2.1: sodium iodide / acetone / 1 h / Reflux

2.2: 16 h / 55 °C

With carbonochloridic acid 1-chloro-ethyl ester; sodium iodide; In 1,2-dichloro-ethane; acetone;

Reference yield:

Pyridine-2,5-dicarboxylic acid (100-26-5) → 5-((9-nitro-5,6-dihydro-2H-imidazo[2,1-b][1,3,6]oxadiazocin-4(3H)-yl)methyl)-N-(4-(trifluoromethoxy)phenyl)picolinamide (1437121-85-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sulfuric acid / 4 h / Reflux

2.1: sodium hydroxide / ethanol / 4 h / Reflux

2.2: 0 - 20 °C

3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 20 °C

4.1: lithium borohydride; methanol / tetrahydrofuran / 1 h

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

5.2: 20 °C

6.1: sodium iodide / acetone / 1 h / Reflux

6.2: 16 h / 55 °C

With methanol; lithium borohydride; sulfuric acid; triethylamine; 1,1'-carbonyldiimidazole; sodium iodide; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;

upstream raw materials:

N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-N-(2-(2,4-dinitro-1H-imidazol-1-yl)ethyl)prop-2-en-1-amine

4-allyl-9-nitro-3,4,5,6-tetrahydro-2H-imidazo[2,1-b][1,3,6]oxadiazocine

ethyl 2,5-pyridinedicarboxylate

Pyridine-2,5-dicarboxylic acid