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

Base Information

Chemical Name:N-[(3-{[3-{[(5-chloro-2-thienyl)sulfonyl]amino}-4-(difluoromethyl)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide
CAS No.:1240517-76-3
Molecular Formula:C₂₂H₁₉ClF₂N₄O₃S₂
Molecular Weight:525
Hs Code.:

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

There total 12 articles about N-[(3-{[3-{[(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: 36.0%

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

: 1240517-76-3
N-[(3-{[3-{[(5-chloro-2-thienyl)sulfonyl]amino}-4-(difluoromethyl)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide

Guidance literature:: With methanol; sodium hydroxide; at 60 ℃; for 3h;
DOI:10.1021/jm301572h

Reference yield:

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

: 1240517-76-3
N-[(3-{[3-{[(5-chloro-2-thienyl)sulfonyl]amino}-4-(difluoromethyl)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide

Guidance literature:: Multi-step reaction with 10 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

10: sodium hydroxide; methanol / 3 h / 60 °C

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

Reference yield:

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

: 1240517-76-3
N-[(3-{[3-{[(5-chloro-2-thienyl)sulfonyl]amino}-4-(difluoromethyl)-1H-indazol-1-yl]methyl}phenyl)methyl]acetamide

Guidance literature:: Multi-step reaction with 7 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

7: sodium hydroxide; methanol / 3 h / 60 °C

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