N-[(3-{[3-{bis[(5-chloro-2-thienyl)sulfonyl]amino}-4-(difluoromethyl)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide

Base Information

Chemical Name:N-[(3-{[3-{bis[(5-chloro-2-thienyl)sulfonyl]amino}-4-(difluoromethyl)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide
CAS No.:1240518-81-3
Molecular Formula:C₂₆H₂₀Cl₂F₂N₄O₅S₄
Molecular Weight:705.635
Hs Code.:

Synonyms:N-[(3-{[3-{bis[(5-chloro-2-thienyl)sulfonyl]amino}-4-(difluoromethyl)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide

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Chemical Property of N-[(3-{[3-{bis[(5-chloro-2-thienyl)sulfonyl]amino}-4-(difluoromethyl)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide

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Technology Process of N-[(3-{[3-{bis[(5-chloro-2-thienyl)sulfonyl]amino}-4-(difluoromethyl)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide

There total 11 articles about N-[(3-{[3-{bis[(5-chloro-2-thienyl)sulfonyl]amino}-4-(difluoromethyl)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide 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:

: 1240518-61-9
N-[1-{[3-(aminomethyl)phenyl]methyl}-4-(difluoromethyl)-1H-indazol-3-yl]-5-chloro-N-[(5-chloro-2-thienyl)sulfonyl]-2-thiophenesulfonamide

: 108-24-7
acetic anhydride

: 1240518-81-3
N-[(3-{[3-{bis[(5-chloro-2-thienyl)sulfonyl]amino}-4-(difluoromethyl)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide

Guidance literature:: With triethylamine; In dichloromethane; for 1h;

Reference yield:

: 874-97-5
3-(hydroxymethyl)benzonitrile

: 1240518-81-3
N-[(3-{[3-{bis[(5-chloro-2-thienyl)sulfonyl]amino}-4-(difluoromethyl)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide

Guidance literature:: Multi-step reaction with 6 steps

1: nickel dichloride; sodium tetrahydroborate / methanol; tetrahydrofuran / 3 h / 0 °C

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1 h / 60 °C

3: diisobutylaluminium hydride / toluene / 3.75 h / -10 - 0 °C

4: diethylamino-sulfur trifluoride / dichloromethane / 5 h

5: trifluoroacetic acid / dichloromethane / 1 h / Inert atmosphere

6: triethylamine / dichloromethane / 1 h / Inert atmosphere

With sodium tetrahydroborate; diethylamino-sulfur trifluoride; di-isopropyl azodicarboxylate; diisobutylaluminium hydride; triethylamine; triphenylphosphine; trifluoroacetic acid; nickel dichloride; In tetrahydrofuran; methanol; dichloromethane; toluene; 2: |Mitsunobu Displacement;
DOI:10.1021/jm301572h

Reference yield:

: 65610-13-1
3-fluoro-1,2-benzenedicarbonitrile

: 1240518-81-3
N-[(3-{[3-{bis[(5-chloro-2-thienyl)sulfonyl]amino}-4-(difluoromethyl)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide

Guidance literature:: Multi-step reaction with 9 steps

1: hydrazine hydrate / ethanol / 70 °C / Inert atmosphere

2: triethylamine; dmap / dichloromethane; acetonitrile / 0.5 h / Inert atmosphere

3: dichloromethane / 62 h / 45 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 1.17 h

5: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1 h / 60 °C

6: diisobutylaluminium hydride / toluene / 3.75 h / -10 - 0 °C

7: diethylamino-sulfur trifluoride / dichloromethane / 5 h

8: trifluoroacetic acid / dichloromethane / 1 h / Inert atmosphere

9: triethylamine / dichloromethane / 1 h / Inert atmosphere

With dmap; diethylamino-sulfur trifluoride; di-isopropyl azodicarboxylate; diisobutylaluminium hydride; hydrazine hydrate; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; toluene; acetonitrile; 5: |Mitsunobu Displacement;
DOI:10.1021/jm301572h