5-(2-fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid (2-hydroxy-ethoxy)-amide

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Chemical Name:5-(2-fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid (2-hydroxy-ethoxy)-amide
CAS No.:1168092-10-1
Molecular Formula:C₁₅H₁₃FIN₅O₃
Molecular Weight:457.203
Hs Code.:

Synonyms:5-(2-fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid (2-hydroxy-ethoxy)-amide

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Chemical Property of 5-(2-fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid (2-hydroxy-ethoxy)-amide

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Technology Process of 5-(2-fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid (2-hydroxy-ethoxy)-amide

There total 10 articles about 5-(2-fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid (2-hydroxy-ethoxy)-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: 51.0%

: 1168092-13-4
5-(2-fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid (2-vinyloxy-ethoxy)-amide

: 1168092-10-1
5-(2-fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid (2-hydroxy-ethoxy)-amide

Guidance literature:: 5-(2-fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid (2-vinyloxy-ethoxy)-amide; With hydrogenchloride; In 1,4-dioxane; methanol; dichloromethane; at 20 ℃; for 2h;

With sodium hydrogencarbonate; In water; ethyl acetate;

Reference yield:

: 1168091-66-4
5-(2-fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid

: 1168092-10-1
5-(2-fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid (2-hydroxy-ethoxy)-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: benzotriazol-1-ol; 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2.1: hydrogenchloride / methanol; dichloromethane; 1,4-dioxane / 1 h / 20 °C / Inert atmosphere

2.2: 0.25 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2014.08.008

Reference yield:

: 312736-49-5
3,5-dichloropyrazine-2-carboxylic acid

: 1168092-10-1
5-(2-fluoro-4-iodo-phenylamino)-imidazo[1,5-a]pyrazine-6-carboxylic acid (2-hydroxy-ethoxy)-amide

Guidance literature:: Multi-step reaction with 10 steps

1.1: tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 - 20 °C / Inert atmosphere

2.1: toluene; hexane; methanol / 1 h / 0 - 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.42 h / 150 °C / Microwave irradiation; Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / 1.5 h / 760.05 Torr / Inert atmosphere

5.1: acetic anhydride / 1.5 h / 20 °C / Inert atmosphere

6.1: Iodine monochloride / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

7.1: trichlorophosphate; silica gel / toluene / 1 h / 95 °C / Inert atmosphere

8.1: trimethyltin(IV) hydroxide / 1,2-dichloro-ethane / 1 h / 85 °C / Inert atmosphere

9.1: benzotriazol-1-ol; 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

10.1: hydrogenchloride / methanol; dichloromethane; 1,4-dioxane / 1 h / 20 °C / Inert atmosphere

10.2: 0.25 h / 20 °C / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; acetic anhydride; silica gel; Iodine monochloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trimethyltin(IV) hydroxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2014.08.008