2-(4-trifluoromethylphenyl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide

Base Information

• Chemical Name: 2-(4-trifluoromethylphenyl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide
• CAS No.: 1334675-84-1
• Molecular Formula: C₂₉H₃₃F₃N₆O₃Si
• Molecular Weight: 598.7
• Mol file: 1334675-84-1.mol

Synonyms:2-(4-trifluoromethylphenyl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide

Chemical Property of 2-(4-trifluoromethylphenyl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-trifluoromethylphenyl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide

There total 10 articles about 2-(4-trifluoromethylphenyl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]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:

2-bromo-5H-pyrrolo[2,3-b]pyrazine (875781-43-4) → 2-(4-trifluoromethylphenyl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide (1334675-84-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydroxide / 1,4-dioxane; water / 20 °C

2.1: sodium hydroxide; water / tetrahydrofuran

2.2: pH 4

3.1: Jones reagent / water; acetone / 0.25 h

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

4.2: 0 - 20 °C

5.1: aminosulfonic acid; potassium dihydrogenphosphate; sodium chlorite / 1,4-dioxane; water / 2.25 h / 0 - 20 °C

6.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Cooling with ice

6.2: 18 h

7.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 0.5 h / 150 °C / Microwave irradiation; Inert atmosphere; Sealed

With sodium chlorite; potassium dihydrogenphosphate; Jones reagent; aminosulfonic acid; water; sodium hydride; potassium carbonate; trifluoroacetic acid; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil;

Reference yield:

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 2-(4-trifluoromethylphenyl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide (1334675-84-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

1.2: 0 - 20 °C

2.1: chloroform / 8 h / 20 °C / Reflux; Inert atmosphere

3.1: aminosulfonic acid; potassium dihydrogenphosphate; sodium chlorite / 1,4-dioxane; water / 2.25 h / 0 - 20 °C

4.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Cooling with ice

4.2: 18 h

5.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 0.5 h / 150 °C / Microwave irradiation; Inert atmosphere; Sealed

With sodium chlorite; potassium dihydrogenphosphate; aminosulfonic acid; sodium hydride; potassium carbonate; trifluoroacetic acid; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; mineral oil;

Reference yield:

N-(R)-2-(tertbutoxycarbonylamino)-2-cyclopropylacetic acid (54256-41-6) → 2-(4-trifluoromethylphenyl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide (1334675-84-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / dichloromethane / 5 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C / Cooling with ice

2.2: 18 h

3.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 0.5 h / 150 °C / Microwave irradiation; Inert atmosphere; Sealed

With potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; dichloromethane; water;

upstream raw materials:

(2-trimethylethylsilylethoxy)methyl chloride

2-bromo-5H-pyrrolo[2,3-b]pyrazine

N-(R)-2-(tertbutoxycarbonylamino)-2-cyclopropylacetic acid

2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine

Downstream raw materials:

2-(4-trifluoromethylphenyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide