2-(4-(4-amino-3-(4-aminophenyl)thieno[3,2-c]pyridin-7-yl)-1H-pyrazol-1-yl)ethanol

Base Information

• Chemical Name: 2-(4-(4-amino-3-(4-aminophenyl)thieno[3,2-c]pyridin-7-yl)-1H-pyrazol-1-yl)ethanol
• CAS No.: 1227939-87-8
• Molecular Formula: C₁₈H₁₇N₅OS
• Molecular Weight: 351.432
• Mol file: 1227939-87-8.mol

Synonyms:2-(4-(4-amino-3-(4-aminophenyl)thieno[3,2-c]pyridin-7-yl)-1H-pyrazol-1-yl)ethanol

Chemical Property of 2-(4-(4-amino-3-(4-aminophenyl)thieno[3,2-c]pyridin-7-yl)-1H-pyrazol-1-yl)ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-(4-amino-3-(4-aminophenyl)thieno[3,2-c]pyridin-7-yl)-1H-pyrazol-1-yl)ethanol

There total 5 articles about 2-(4-(4-amino-3-(4-aminophenyl)thieno[3,2-c]pyridin-7-yl)-1H-pyrazol-1-yl)ethanol 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: 80.0%

3-(4-aminophenyl)-7-iodothieno[3,2-c]pyridin-4-amine (832695-09-7) + 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]ethanol (1040377-08-9) → 2-(4-(4-amino-3-(4-aminophenyl)thieno[3,2-c]pyridin-7-yl)-1H-pyrazol-1-yl)ethanol (1227939-87-8)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In tetrahydrofuran; methanol; water; at 80 ℃;

DOI:10.1016/j.bmcl.2012.03.035

Reference yield:

3-bromo-4-amino-[3,2-c]-thienopyridine (799293-85-9) → 2-(4-(4-amino-3-(4-aminophenyl)thieno[3,2-c]pyridin-7-yl)-1H-pyrazol-1-yl)ethanol (1227939-87-8)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane; water / 90 °C

2: N-iodo-succinimide / N,N-dimethyl-formamide

3: trifluoroacetic acid

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / tetrahydrofuran; methanol; water / 80 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 1: Suzuki coupling / 4: Suzuki coupling;

DOI:10.1016/j.bmcl.2012.03.035

Reference yield:

t-butyl-4-(4-aminothieno[3,2-c]pyridine-3-yl)phenylcarbamate (832695-04-2) → 2-(4-(4-amino-3-(4-aminophenyl)thieno[3,2-c]pyridin-7-yl)-1H-pyrazol-1-yl)ethanol (1227939-87-8)

Guidance literature:

Multi-step reaction with 3 steps

1: N-iodo-succinimide / N,N-dimethyl-formamide

2: trifluoroacetic acid

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / tetrahydrofuran; methanol; water / 80 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-iodo-succinimide; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 3: Suzuki coupling;

DOI:10.1016/j.bmcl.2012.03.035

upstream raw materials:

3-(4-aminophenyl)-7-iodothieno[3,2-c]pyridin-4-amine

2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]ethanol

3-bromo-4-amino-[3,2-c]-thienopyridine

t-butyl-4-(4-aminothieno[3,2-c]pyridine-3-yl)phenylcarbamate

Downstream raw materials:

ABT-348