NVP-BHG712

Base Information

• Chemical Name: NVP-BHG712
• CAS No.: 940310-85-0
• Molecular Formula: C₂₆H₂₀F₃N₇O
• Molecular Weight: 503.486
• Mol file: 940310-85-0.mol

Synonyms:NVP-BHG712

Chemical Property of NVP-BHG712

Chemical Property:

• PKA: 13.20±0.70(Predicted)
• PSA: 101.11000
• Density: 1.41
• LogP: 6.20540
• Storage Temp.: ?20°C
• Solubility.: DMSO: >15mg/mL

Purity/Quality:

98%,99%, ^*data from raw suppliers

NVP BHG 712 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: NVP-BHG712 is a small molecule specific EphB4, VEGFR2, c-raf, c-src and c-Abl kinase inhibitor with ED50 of 25 nM, 4.2, 0.4, 1.3 and 1.7μM, respectively. NVP-BHG712 can be used in biological study and therapeutic use of combinations of kinase inhibitors for treating colorectal cancer.

Technology Process of NVP-BHG712

There total 6 articles about NVP-BHG712 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: 77.0%

3-bromo-4-methyl-N-[3-(trifluoromethyl)phenyl]benzamide + 1-methyl-6-(pyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidine-4-amine (91092-05-6) → 4-methyl-3-((1-methyl-6-(pyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide (940310-85-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 120 ℃; for 4h; Inert atmosphere;

DOI:10.1002/cmdc.201800398

Reference yield:

3-bromo-4-methylbenzoic acid (7697-26-9) → 4-methyl-3-((1-methyl-6-(pyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide (940310-85-0)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 1.5 h / 80 °C / Inert atmosphere

2: triethylamine / dichloromethane / 21 h / 20 °C / Inert atmosphere

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 4 h / 120 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; thionyl chloride; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane; 3: |Buchwald-Hartwig Coupling;

DOI:10.1002/cmdc.201800398

Reference yield:

3-bromo-4-methylbenzoyl chloride (21900-33-4) → 4-methyl-3-((1-methyl-6-(pyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino)-N-(3-(trifluoromethyl)phenyl)benzamide (940310-85-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 21 h / 20 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 4 h / 120 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane; 2: |Buchwald-Hartwig Coupling;

DOI:10.1002/cmdc.201800398

upstream raw materials:

1-methyl-6-(pyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidine-4-amine

3-bromo-4-methylbenzoic acid

3-bromo-4-methylbenzoyl chloride

3-trifluoromethylaniline

Refernces

• 1、 Tr?ster, Alix,Heinzlmeir, Stephanie,Berger, Benedict-Tilman,Gande, Santosh L.,Saxena, Krishna,Sreeramulu, Sridhar,Linhard, Verena,Nasiri, Amir H.,Bolte, Michael,Müller, Susanne,Kuster, Bernhard,Médard, Guillaume,Kudlinzki, Denis,Schwalbe, Harald. "NVP-BHG712: Effects of Regioisomers on the Affinity and Selectivity toward the EPHrin Family". supporting information. p. 1629 - 1633. Retrieved 2018/07/31.