NVS-PAK1-1

Base Information

• Chemical Name: NVS-PAK1-1
• CAS No.: 1783816-74-9
• Molecular Formula: C₂₃H₂₅ClF₃N₅O
• Molecular Weight: 479.933
• Mol file: 1783816-74-9.mol

Synonyms:

Chemical Property of NVS-PAK1-1

Chemical Property:

• Boiling Point: 697.8±55.0 °C(Predicted)
• PKA: 14.02±0.40(Predicted)
• Density: 1.42±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

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

NVS PAK1 1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: NVS PAK1 1 is one of potent and selective allosteric PAK1 inhibitors.

Technology Process of NVS-PAK1-1

There total 9 articles about NVS-PAK1-1 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:

C19H18ClF3N4*ClH + Isopropyl isocyanate (1795-48-8) → (S)-3-(2-chloro-5-(2,2-difluoroethyl)-8-fluoro-5H-dibenzo[b,e][1,4]diazepin-11-ylamino)-N-isopropylpyrrolidine-1-carboxamide (1783816-74-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acsmedchemlett.5b00102

Reference yield:

C16H12ClF3N2O4 → (S)-3-(2-chloro-5-(2,2-difluoroethyl)-8-fluoro-5H-dibenzo[b,e][1,4]diazepin-11-ylamino)-N-isopropylpyrrolidine-1-carboxamide (1783816-74-9)

Guidance literature:

Multi-step reaction with 5 steps

1: iron / acetic acid / 3 h / 115 °C / Inert atmosphere

2: trichlorophosphate; N,N-dimethyl-aniline / 3 h / 110 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / 1,4-dioxane; 1-methyl-pyrrolidin-2-one / 60 h / 90 °C / Inert atmosphere

4: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 0 - 20 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

With hydrogenchloride; iron; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; acetic acid;

DOI:10.1021/acsmedchemlett.5b00102

Reference yield:

2-chloro-5-(2,2-difluoroethyl)-8-fluoro-5H-dibenzo[b,e][1,4]diazepin-11(10H)-one → (S)-3-(2-chloro-5-(2,2-difluoroethyl)-8-fluoro-5H-dibenzo[b,e][1,4]diazepin-11-ylamino)-N-isopropylpyrrolidine-1-carboxamide (1783816-74-9)

Guidance literature:

Multi-step reaction with 4 steps

1: trichlorophosphate; N,N-dimethyl-aniline / 3 h / 110 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane; 1-methyl-pyrrolidin-2-one / 60 h / 90 °C / Inert atmosphere

3: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 0 - 20 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

With hydrogenchloride; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane;

DOI:10.1021/acsmedchemlett.5b00102

upstream raw materials:

2-bromo-5-fluoronitrobenzene

5-chloroanthranilic acid

Isopropyl isocyanate