5-((1-(6-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)-1a,6b-dihydro-1H-cyclopropa[b]benzofuran-5-yl)oxy)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

Base Information

• Chemical Name: 5-((1-(6-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)-1a,6b-dihydro-1H-cyclopropa[b]benzofuran-5-yl)oxy)-3,4-dihydro-1,8-naphthyridin-2(1H)-one
• CAS No.: 1446090-79-4
• Molecular Formula: C₂₅H₁₇F₃N₄O₃
• Molecular Weight: 478.43
• Mol file: 1446090-79-4.mol

Synonyms:

Chemical Property of 5-((1-(6-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)-1a,6b-dihydro-1H-cyclopropa[b]benzofuran-5-yl)oxy)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

Chemical Property:

• Boiling Point: 651.9±65.0 °C(Predicted)
• PKA: 10.16±0.10(Predicted)
• Density: 1.72±0.1 g/cm3(Predicted)

Purity/Quality:

99%, ^*data from raw suppliers

Lifirafenib;BGB-283;Beigene-283 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Lifirafenib it is quinoline derivative used for combination treatment of small cell lung cancer.

Technology Process of 5-((1-(6-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)-1a,6b-dihydro-1H-cyclopropa[b]benzofuran-5-yl)oxy)-3,4-dihydro-1,8-naphthyridin-2(1H)-one

There total 31 articles about 5-((1-(6-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)-1a,6b-dihydro-1H-cyclopropa[b]benzofuran-5-yl)oxy)-3,4-dihydro-1,8-naphthyridin-2(1H)-one 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: 14.1%

(1S,1aS,6bR)-5-((7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-4-yl)oxy)-1a,6b-dihydro-1H-cyclopropane[b]benzofuran-1-carboxylic acid (1446091-46-8) + 4-(trifluoromethyl)-1,2-phenylenediamine (368-71-8) → 5-(((1S,1aR,6bS)-1-(6-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)-1a,6b-dihydro-1H-cyclopropane[b]benzofuran-5-yl)oxy)-3,4-dihydro-1,8-naphthyridin-2(1H)-one (1446090-78-3) + 5-(((1R,1aS,6bR)-1-(6-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)-1a,6b-dihydro-1H-cyclopropa[b]benzofuran-5-yl)oxy)-3,4-dihydro-1,8-naphthyridin-2(1H)-one (1446090-79-4)

Guidance literature:

(1S,1aS,6bR)-5-((7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-4-yl)oxy)-1a,6b-dihydro-1H-cyclopropane[b]benzofuran-1-carboxylic acid; 4-(trifluoromethyl)-1,2-phenylenediamine; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃;

With acetic acid; at 80 ℃; for 3h;

Reference yield: 14.1%

(1S,1aS,6bR)-5-((7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-4-yl)oxy)-1a,6b-dihydro-1H-cyclopropane[b]benzofuran-1-carboxylic acid (1446091-46-8) + 4-(trifluoromethyl)-1,2-phenylenediamine (368-71-8) → 5-(((1R,1aS,6bR)-1-(6-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)-1a,6b-dihydro-1H-cyclopropa[b]benzofuran-5-yl)oxy)-3,4-dihydro-1,8-naphthyridin-2(1H)-one (1446090-79-4)

Guidance literature:

(1S,1aS,6bR)-5-((7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-4-yl)oxy)-1a,6b-dihydro-1H-cyclopropane[b]benzofuran-1-carboxylic acid; 4-(trifluoromethyl)-1,2-phenylenediamine; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

With acetic acid; at 80 ℃; for 3h; Inert atmosphere;

Reference yield:

C25H19F3N4O4 → 5-(((1R,1aS,6bR)-1-(6-(trifluoromethyl)-1H-benzo[d]imidazol-2-yl)-1a,6b-dihydro-1H-cyclopropa[b]benzofuran-5-yl)oxy)-3,4-dihydro-1,8-naphthyridin-2(1H)-one (1446090-79-4)

Guidance literature:

With acetic acid; In water; at 65 - 70 ℃; for 20h; Large scale;

upstream raw materials:

(1S,1aS,6bR)-5-((7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-4-yl)oxy)-1a,6b-dihydro-1H-cyclopropane[b]benzofuran-1-carboxylic acid

4-(trifluoromethyl)-1,2-phenylenediamine

5-fluoro-3,4-dihydro-1,8-naphthyridine-2(1H)-one

benzofuran-5-ol

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