1-{[({trans-4-[(1R)-1-(6-{[4-(difluoromethyl)pyridin-2-yl]amino}-4-methyl-2,3'-bipyridin-6'-yl)-1-hydroxyethyl]cyclohexyl}carbonyl)oxy]methyl}-3-methyl-1H-imidazol-3-ium trifluoroacetate

Base Information

• Chemical Name: 1-{[({trans-4-[(1R)-1-(6-{[4-(difluoromethyl)pyridin-2-yl]amino}-4-methyl-2,3'-bipyridin-6'-yl)-1-hydroxyethyl]cyclohexyl}carbonyl)oxy]methyl}-3-methyl-1H-imidazol-3-ium trifluoroacetate
• CAS No.: 1609977-96-9
• Molecular Formula: C₂F₃O₂*C₃₁H₃₅F₂N₆O₃
• Molecular Weight: 690.67
• Mol file: 1609977-96-9.mol

Synonyms:1-{[({trans-4-[(1R)-1-(6-{[4-(difluoromethyl)pyridin-2-yl]amino}-4-methyl-2,3'-bipyridin-6'-yl)-1-hydroxyethyl]cyclohexyl}carbonyl)oxy]methyl}-3-methyl-1H-imidazol-3-ium trifluoroacetate

Chemical Property of 1-{[({trans-4-[(1R)-1-(6-{[4-(difluoromethyl)pyridin-2-yl]amino}-4-methyl-2,3'-bipyridin-6'-yl)-1-hydroxyethyl]cyclohexyl}carbonyl)oxy]methyl}-3-methyl-1H-imidazol-3-ium trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{[({trans-4-[(1R)-1-(6-{[4-(difluoromethyl)pyridin-2-yl]amino}-4-methyl-2,3'-bipyridin-6'-yl)-1-hydroxyethyl]cyclohexyl}carbonyl)oxy]methyl}-3-methyl-1H-imidazol-3-ium trifluoroacetate

There total 11 articles about 1-{[({trans-4-[(1R)-1-(6-{[4-(difluoromethyl)pyridin-2-yl]amino}-4-methyl-2,3'-bipyridin-6'-yl)-1-hydroxyethyl]cyclohexyl}carbonyl)oxy]methyl}-3-methyl-1H-imidazol-3-ium trifluoroacetate 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:

1-methyl-1H-imidazole (616-47-7) + chloromethyl trans-4-[(1R)-(6-{[4-(difluoromethyl)pyridin-2-yl]amino}-4-methyl-2,3'-bipyridin-6'-yl)-1-hydroxyethyl]cyclohexanecarboxylate (1609978-89-3) + trifluoroacetic acid (76-05-1) → 1-{[({trans-4-[(1R)-1-(6-{[4-(difluoromethyl)pyridin-2-yl]amino}-4-methyl-2,3'-bipyridin-6'-yl)-1-hydroxyethyl]cyclohexyl}carbonyl)oxy]methyl}-3-methyl-1H-imidazol-3-ium trifluoroacetate (1609977-96-9)

Guidance literature:

1-methyl-1H-imidazole; chloromethyl trans-4-[(1R)-(6-{[4-(difluoromethyl)pyridin-2-yl]amino}-4-methyl-2,3'-bipyridin-6'-yl)-1-hydroxyethyl]cyclohexanecarboxylate; With sodium iodide; In acetonitrile; at 80 ℃;

trifluoroacetic acid; In water; acetonitrile;

Reference yield:

trans-1-chlorocarbonyl-4-(methoxycarbonyl)-cyclohexane (32529-80-9,36218-60-7) → 1-{[({trans-4-[(1R)-1-(6-{[4-(difluoromethyl)pyridin-2-yl]amino}-4-methyl-2,3'-bipyridin-6'-yl)-1-hydroxyethyl]cyclohexyl}carbonyl)oxy]methyl}-3-methyl-1H-imidazol-3-ium trifluoroacetate (1609977-96-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / toluene / 3 h / 15 - 20 °C / Cooling with ice

2.1: isopropylmagnesium chloride / tetrahydrofuran; dichloromethane / 0.67 h / 0 - 5 °C

2.2: 2.25 h / 0 °C

2.3: 0 - 20 °C

3.1: ChiralPak AD-10 urn, 300x50 mm ID / ethanol / Resolution of racemate

4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; bis(pinacol)diborane / 1,4-dioxane / 2 h / 90 °C / Inert atmosphere

4.2: 2.5 h / 90 °C / Inert atmosphere

5.1: sodium hydroxide; water / methanol / 1 h / 65 °C

5.2: 1.5 h / 50 °C

6.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h

6.2: 20 h

7.1: sodium iodide / acetonitrile / 80 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; isopropylmagnesium chloride; potassium acetate; caesium carbonate; bis(pinacol)diborane; sodium iodide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

methyl trans-4-[1-(5-bromopyridin-2-yl)-1-hydroxyethyl]cyclohexanecarboxylate (1411772-44-5) → 1-{[({trans-4-[(1R)-1-(6-{[4-(difluoromethyl)pyridin-2-yl]amino}-4-methyl-2,3'-bipyridin-6'-yl)-1-hydroxyethyl]cyclohexyl}carbonyl)oxy]methyl}-3-methyl-1H-imidazol-3-ium trifluoroacetate (1609977-96-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ChiralPak AD-10 urn, 300x50 mm ID / ethanol / Resolution of racemate

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; bis(pinacol)diborane / 1,4-dioxane / 2 h / 90 °C / Inert atmosphere

2.2: 2.5 h / 90 °C / Inert atmosphere

3.1: sodium hydroxide; water / methanol / 1 h / 65 °C

3.2: 1.5 h / 50 °C

4.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h

4.2: 20 h

5.1: sodium iodide / acetonitrile / 80 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; potassium acetate; caesium carbonate; bis(pinacol)diborane; sodium iodide; sodium hydroxide; In 1,4-dioxane; methanol; ethanol; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

trans-1-chlorocarbonyl-4-(methoxycarbonyl)-cyclohexane

methyl trans-4-[1-(5-bromopyridin-2-yl)-1-hydroxyethyl]cyclohexanecarboxylate

methyl trans-4-[(1R)-1-(5-bromopyridin-2-yl)-1-hydroxyethyl]cyclohexanecarboxylate

1-methyl-1H-imidazole