coMpound 13a

Base Information

• Chemical Name: coMpound 13a
• CAS No.: 1326712-16-6
• Molecular Formula: C₂₂H₁₉ClN₆O₂S
• Molecular Weight: 466.951
• Mol file: 1326712-16-6.mol

Synonyms:

Chemical Property of coMpound 13a

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

TAK1inhibitor(compound13a) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of coMpound 13a

There total 5 articles about coMpound 13a 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:

C28H33ClN6O2SSi (1449005-28-0) → trans-4-{4-[7-amino-2-(1,2,3-benzothiadiazol-7-yl)-3-chlorofuro[2,3-c]pyridin-4-yl]-1H-pyrazol-1-yl}cyclohexanol (1326712-16-6)

Guidance literature:

With hydrogenchloride; In water; at 40 ℃;

DOI:10.1016/j.bmcl.2013.06.054

Reference yield:

di-tert-butyl (2,3-dichlorofuro[2,3-c]pyridin-7-yl)imidodicarbonate (1326713-68-1) → trans-4-{4-[7-amino-2-(1,2,3-benzothiadiazol-7-yl)-3-chlorofuro[2,3-c]pyridin-4-yl]-1H-pyrazol-1-yl}cyclohexanol (1326712-16-6)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride / 1,4-dioxane / 55 °C

2: N-iodo-succinimide / acetonitrile / 60 °C

3: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 75 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 120 °C

5: hydrogenchloride / water / 40 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; potassium carbonate; In 1,4-dioxane; water; acetonitrile; 3: |Suzuki Coupling / 4: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2013.06.054

Reference yield:

C22H30Cl2N4O2Si (1326714-46-8) → trans-4-{4-[7-amino-2-(1,2,3-benzothiadiazol-7-yl)-3-chlorofuro[2,3-c]pyridin-4-yl]-1H-pyrazol-1-yl}cyclohexanol (1326712-16-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 120 °C

2: hydrogenchloride / water / 40 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; 1: |Suzuki Coupling;

DOI:10.1016/j.bmcl.2013.06.054

upstream raw materials:

di-tert-butyl (2,3-dichlorofuro[2,3-c]pyridin-7-yl)imidodicarbonate

2,3-dichlorofuro[2,3-c]pyridin-7-amine

2,3-dichloro-4-iodofuro[2,3-c]pyridin-7-amine

C₂₂H₃₀Cl₂N₄O₂Si

Downstream raw materials:

C₂₃H₁₉N₇O₂S

Refernces