3-(2-amino-2-oxoethyl)-N-{2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]-phenyl}-5-(pentafluoro-λ⁶-sulphanyl)benzamide

Base Information

• Chemical Name: 3-(2-amino-2-oxoethyl)-N-{2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]-phenyl}-5-(pentafluoro-λ⁶-sulphanyl)benzamide
• CAS No.: 1448316-86-6
• Molecular Formula: C₂₇H₂₃F₅N₆O₂S
• Molecular Weight: 590.577

Synonyms:3-(2-amino-2-oxoethyl)-N-{2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]-phenyl}-5-(pentafluoro-λ⁶-sulphanyl)benzamide

Chemical Property of 3-(2-amino-2-oxoethyl)-N-{2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]-phenyl}-5-(pentafluoro-λ⁶-sulphanyl)benzamide

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Technology Process of 3-(2-amino-2-oxoethyl)-N-{2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]-phenyl}-5-(pentafluoro-λ⁶-sulphanyl)benzamide

There total 12 articles about 3-(2-amino-2-oxoethyl)-N-{2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]-phenyl}-5-(pentafluoro-λ⁶-sulphanyl)benzamide 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: 11.0%

[3-({2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}carbamoyl)-5-(pentafluoro-λ6-sulphanyl)phenyl]acetic acid (1448316-84-4) → 3-(2-amino-2-oxoethyl)-N-{2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]-phenyl}-5-(pentafluoro-λ6-sulphanyl)benzamide (1448316-86-6)

Guidance literature:

With ammonia; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

1-(2,2-diethoxyethyl)-N-(2,4-dimethyl-5-nitrophenyl)-3-(pyridin-3-yl)-1H-pyrazole-5-amine (1448317-37-0) → 3-(2-amino-2-oxoethyl)-N-{2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]-phenyl}-5-(pentafluoro-λ6-sulphanyl)benzamide (1448316-86-6)

Guidance literature:

Multi-step reaction with 5 steps

1: sulfuric acid / ethanol / 0.25 h / 130 °C / Microwave irradiation

2: palladium 10% on activated carbon; ammonium formate / ethanol; water / 2.5 h / Reflux

3: HATU; dmap / N,N-dimethyl-formamide / 3 h / 20 °C

4: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

5: HATU; N-ethyl-N,N-diisopropylamine; ammonia / tetrahydrofuran; N,N-dimethyl-formamide / 16 h / 20 °C

With hydrogenchloride; dmap; sulfuric acid; palladium 10% on activated carbon; ammonia; ammonium formate; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;

Reference yield:

1-(2,4-dimethyl-5-nitrophenyl)-6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazole (1448317-38-1) → 3-(2-amino-2-oxoethyl)-N-{2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]-phenyl}-5-(pentafluoro-λ6-sulphanyl)benzamide (1448316-86-6)

Guidance literature:

Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; ammonium formate / ethanol; water / 2.5 h / Reflux

2: HATU; dmap / N,N-dimethyl-formamide / 3 h / 20 °C

3: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

4: HATU; N-ethyl-N,N-diisopropylamine; ammonia / tetrahydrofuran; N,N-dimethyl-formamide / 16 h / 20 °C

With hydrogenchloride; dmap; palladium 10% on activated carbon; ammonia; ammonium formate; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyl [3-({2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-carbamoyl)-5-(pentafluoro-λ⁶-sulphanyl)phenyl]acetate

[3-({2,4-dimethyl-5-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}carbamoyl)-5-(pentafluoro-λ⁶-sulphanyl)phenyl]acetic acid

nicotinoylacetonitrile

1-(2,2-diethoxyethyl)-3-(pyridin-3-yl)-1H-pyrazole-5-amine

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