2-{(R)-1-[6-(3-amino-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl]ethylamino}-5-cyano-N-[(S)-1-(4-fluorophenyl)ethyl]nicotinamide

Base Information

Chemical Name:2-{(R)-1-[6-(3-amino-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl]ethylamino}-5-cyano-N-[(S)-1-(4-fluorophenyl)ethyl]nicotinamide
CAS No.:1289183-22-7
Molecular Formula:C₂₈H₂₄FN₉O
Molecular Weight:521.557
Hs Code.:

Synonyms:2-{(R)-1-[6-(3-amino-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl]ethylamino}-5-cyano-N-[(S)-1-(4-fluorophenyl)ethyl]nicotinamide

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Chemical Property of 2-{(R)-1-[6-(3-amino-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl]ethylamino}-5-cyano-N-[(S)-1-(4-fluorophenyl)ethyl]nicotinamide

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Technology Process of 2-{(R)-1-[6-(3-amino-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl]ethylamino}-5-cyano-N-[(S)-1-(4-fluorophenyl)ethyl]nicotinamide

There total 7 articles about 2-{(R)-1-[6-(3-amino-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl]ethylamino}-5-cyano-N-[(S)-1-(4-fluorophenyl)ethyl]nicotinamide 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:

: {5-[5-((R)-1-{5-cyano-3-[(S)-1-(3,4-difluorophenyl)ethylcarbamoyl]pyrazine-2-ylamino}ethyl)pyridin-2-yl]-1H-pyrazolo[3,4-b]pyridin-3-yl}carbamic acid tert-butyl ester

: 1289183-22-7
2-{(R)-1-[6-(3-amino-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl]ethylamino}-5-cyano-N-[(S)-1-(4-fluorophenyl)ethyl]nicotinamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 1h;

Reference yield:

: 405224-24-0
5-bromo-1H-pyrazolo[3,4-b]pyridine-3-amine

: 1289183-22-7
2-{(R)-1-[6-(3-amino-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl]ethylamino}-5-cyano-N-[(S)-1-(4-fluorophenyl)ethyl]nicotinamide

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine; dmap / 20 °C

2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 1.5 h / 90 °C / Inert atmosphere; Sealed tube; Microwave irradiation

3: palladium⁽⁰⁾bis(tricyclohexylphosphine); sodium hydrogencarbonate / 1,4-dioxane; water / 0.33 h / 120 °C / Inert atmosphere; Microwave irradiation

4: trifluoroacetic acid / dichloromethane / 1 h

With pyridine; dmap; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium⁽⁰⁾bis(tricyclohexylphosphine); potassium acetate; sodium hydrogencarbonate; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water; 3: |Suzuki Coupling;

Reference yield:

: C₁₄H₉F₃N₄O

: 1289183-22-7
2-{(R)-1-[6-(3-amino-1H-pyrazolo[3,4-b]pyridin-5-yl)pyridin-3-yl]ethylamino}-5-cyano-N-[(S)-1-(4-fluorophenyl)ethyl]nicotinamide

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 1 h / 80 °C / Microwave irradiation

2: palladium⁽⁰⁾bis(tricyclohexylphosphine); sodium hydrogencarbonate / 1,4-dioxane; water / 0.33 h / 120 °C / Inert atmosphere; Microwave irradiation

3: trifluoroacetic acid / dichloromethane / 1 h

With palladium⁽⁰⁾bis(tricyclohexylphosphine); sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; 2: |Suzuki Coupling;