LY2857785

Base Information

• Chemical Name: LY2857785
• CAS No.: 1619903-54-6
• Molecular Formula: C26H36N6O
• Molecular Weight: 448.6
• Mol file: 1619903-54-6.mol

Synonyms:LY2857785

Chemical Property of LY2857785

Chemical Property:

• Appearance/Colour: Solid powder
• Boiling Point: 671.0±65.0 °C(Predicted)
• PKA: 10.05±0.40(Predicted)
• PSA: 76.89000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 5.10930
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: insoluble in H2O; ≥13.87 mg/mL in EtOH with gentle warming; ≥2.63 mg/mL in DMSO with gentle warming and ultrasonic

Purity/Quality:

>98% ^*data from raw suppliers

LY2857785 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: LY2857785 is a CDK9 inhibitor.

Technology Process of LY2857785

There total 12 articles about LY2857785 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: 97.6%

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

Guidance literature:

With hydrogen; palladium(II) hydroxide; In methanol; at 20 ℃; Reagent/catalyst; Solvent;

Reference yield: 70.0%

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) + trans-N1‐[4‐(3‐isopropyl‐2‐methylindazol‐5‐yl)pyrimidin‐2‐yl]cyclohexane‐1,4‐diamine → 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)

Guidance literature:

Tetrahydro-4H-pyran-4-one; trans-N1‐[4‐(3‐isopropyl‐2‐methylindazol‐5‐yl)pyrimidin‐2‐yl]cyclohexane‐1,4‐diamine; With acetic acid; In tetrahydrofuran; at 20 ℃; for 0.5h;

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; at 20 ℃;

Reference yield:

2-Methyl-5-bromo-2H-indazole (465529-56-0) → 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)

Guidance literature:

Multi-step reaction with 6 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

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;

upstream raw materials:

Tetrahydro-4H-pyran-4-one

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

2‐(5‐bromo‐2‐methyl‐2H‐indazol‐3‐yl)propan‐2‐ol

Downstream raw materials:

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

Refernces