N₁-[4-(3-isopropyl-2-methyl-2H-indazol-5-yl)pyrimidin-2-yl]-N₄-(tetrahydro-2H-pyran-4-yl)cyclohexane-trans-1,4-diamine methanesulfonic acid salt

Base Information

• Chemical Name: N₁-[4-(3-isopropyl-2-methyl-2H-indazol-5-yl)pyrimidin-2-yl]-N₄-(tetrahydro-2H-pyran-4-yl)cyclohexane-trans-1,4-diamine methanesulfonic acid salt
• CAS No.: 1619903-55-7
• Molecular Formula: CH₄O₃S*C₂₆H₃₆N₆O
• Molecular Weight: 544.718

Synonyms:N₁-[4-(3-isopropyl-2-methyl-2H-indazol-5-yl)pyrimidin-2-yl]-N₄-(tetrahydro-2H-pyran-4-yl)cyclohexane-trans-1,4-diamine methanesulfonic acid salt

Chemical Property of N₁-[4-(3-isopropyl-2-methyl-2H-indazol-5-yl)pyrimidin-2-yl]-N₄-(tetrahydro-2H-pyran-4-yl)cyclohexane-trans-1,4-diamine methanesulfonic acid salt

Chemical Property:

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Technology Process of N₁-[4-(3-isopropyl-2-methyl-2H-indazol-5-yl)pyrimidin-2-yl]-N₄-(tetrahydro-2H-pyran-4-yl)cyclohexane-trans-1,4-diamine methanesulfonic acid salt

There total 13 articles about N₁-[4-(3-isopropyl-2-methyl-2H-indazol-5-yl)pyrimidin-2-yl]-N₄-(tetrahydro-2H-pyran-4-yl)cyclohexane-trans-1,4-diamine methanesulfonic acid salt 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: 96.0%

methanesulfonic acid (75-75-2,98527-29-8) + trans‐N1‐{4‐[2‐methyl‐3‐(propan‐2‐yl)‐2H‐indazol‐5‐yl]pyrimidin‐2‐yl}‐N4‐(oxan‐4‐yl)cyclohexane‐1,4‐diamine (1619903-54-6) → N1-[4-(3-isopropyl-2-methyl-2H-indazol-5-yl)pyrimidin-2-yl]-N4-(tetrahydro-2H-pyran-4-yl)cyclohexane-trans-1,4-diamine methanesulfonic acid salt (1619903-55-7)

Guidance literature:

In toluene; at 70 ℃; for 2.08333h;

Reference yield:

2-Methyl-5-bromo-2H-indazole (465529-56-0) → N1-[4-(3-isopropyl-2-methyl-2H-indazol-5-yl)pyrimidin-2-yl]-N4-(tetrahydro-2H-pyran-4-yl)cyclohexane-trans-1,4-diamine methanesulfonic acid salt (1619903-55-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydride / tetrahydrofuran / -10 - 20 °C

2.1: toluene-4-sulfonic acid / toluene / 2 h / Reflux

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / toluene / 6 h / 75 - 80 °C / Inert atmosphere

4.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 5 h / 80 °C / Inert atmosphere

5.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 80 °C

6.1: acetic acid / tetrahydrofuran / 0.5 h / 20 °C

6.2: 20 °C

7.1: toluene / 2.08 h / 70 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydride; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 3.1: |Suzuki Coupling;

Reference yield:

2‐(5‐bromo‐2‐methyl‐2H‐indazol‐3‐yl)propan‐2‐ol (1823787-20-7) → N1-[4-(3-isopropyl-2-methyl-2H-indazol-5-yl)pyrimidin-2-yl]-N4-(tetrahydro-2H-pyran-4-yl)cyclohexane-trans-1,4-diamine methanesulfonic acid salt (1619903-55-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: toluene-4-sulfonic acid / toluene / 2 h / Reflux

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / toluene / 6 h / 75 - 80 °C / Inert atmosphere

3.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 5 h / 80 °C / Inert atmosphere

4.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 80 °C

5.1: acetic acid / tetrahydrofuran / 0.5 h / 20 °C

5.2: 20 °C

6.1: toluene / 2.08 h / 70 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 2.1: |Suzuki Coupling;

upstream raw materials:

Tetrahydro-4H-pyran-4-one

methanesulfonic acid

trans‐N1‐{4‐[2‐methyl‐3‐(propan‐2‐yl)‐2H‐indazol‐5‐yl]pyrimidin‐2‐yl}‐N4‐(oxan‐4‐yl)cyclohexane‐1,4‐diamine

2-Methyl-5-bromo-2H-indazole

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