2-(2-methyl-1-phenyl-1H-imidazol-4-yl)-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-(2-methyl-1-phenyl-1H-imidazol-4-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide
• CAS No.: 1334674-79-1
• Molecular Formula: C₂₆H₂₄N₈O₂
• Molecular Weight: 480.529
• Mol file: 1334674-79-1.mol

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

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

There total 12 articles about 2-(2-methyl-1-phenyl-1H-imidazol-4-yl)-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: 62.0%

2-(2-methyl-1-phenyl-1H-imidazol-4-yl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide (1334675-71-6) → 2-(2-methyl-1-phenyl-1H-imidazol-4-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide (1334674-79-1)

Guidance literature:

2-(2-methyl-1-phenyl-1H-imidazol-4-yl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide; With trifluoroacetic acid; In dichloromethane; for 3h; Cooling with ice;

With sodium acetate; In ethanol; at 60 ℃; for 20h;

Reference yield:

2-bromo-5H-pyrrolo[2,3-b]pyrazine (875781-43-4) → 2-(2-methyl-1-phenyl-1H-imidazol-4-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide (1334674-79-1)

Guidance literature:

Multi-step reaction with 8 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: copper(l) iodide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane; N,N-dimethyl-formamide / 18 h / Inert atmosphere; Heating

8.1: trifluoroacetic acid / dichloromethane / 3 h / Cooling with ice

8.2: 20 h / 60 °C

With sodium chlorite; potassium dihydrogenphosphate; copper(l) iodide; Jones reagent; aminosulfonic acid; water; sodium hydride; trifluoroacetic acid; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil;

Reference yield:

N-(R)-2-(tertbutoxycarbonylamino)-2-cyclopropylacetic acid (54256-41-6) → 2-(2-methyl-1-phenyl-1H-imidazol-4-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [(R)-2-(3-cyanoazetidin-1-yl)-1-cyclopropyl-2-oxoethyl]amide (1334674-79-1)

Guidance literature:

Multi-step reaction with 4 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: copper(l) iodide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane; N,N-dimethyl-formamide / 18 h / Inert atmosphere; Heating

4.1: trifluoroacetic acid / dichloromethane / 3 h / Cooling with ice

4.2: 20 h / 60 °C

With copper(l) iodide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

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

(2-bromo-5-hydroxymethyl-5H-pyrrolo[2,3-b]pyrazin-7-yl)-methanol