5-[(3,3-dimethylbutanoyl)-amino]-1-(2-fluorobenzyl)-N-phenyl-1H-indole-2-carboxamide

Base Information

Chemical Name:5-[(3,3-dimethylbutanoyl)-amino]-1-(2-fluorobenzyl)-N-phenyl-1H-indole-2-carboxamide
CAS No.:509149-38-6
Molecular Formula:C₂₈H₂₈FN₃O₂
Molecular Weight:457.548
Hs Code.:

Synonyms:5-[(3,3-dimethylbutanoyl)-amino]-1-(2-fluorobenzyl)-N-phenyl-1H-indole-2-carboxamide

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Chemical Property of 5-[(3,3-dimethylbutanoyl)-amino]-1-(2-fluorobenzyl)-N-phenyl-1H-indole-2-carboxamide

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Technology Process of 5-[(3,3-dimethylbutanoyl)-amino]-1-(2-fluorobenzyl)-N-phenyl-1H-indole-2-carboxamide

There total 7 articles about 5-[(3,3-dimethylbutanoyl)-amino]-1-(2-fluorobenzyl)-N-phenyl-1H-indole-2-carboxamide 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: 84.0%

: 509150-40-7
5-[(3,3-dimethylbutanoyl)-amino]-1-(2-fluorobenzyl)-1H-indole-2-carboxylic acid

: 62-53-3
aniline

: 509149-38-6
5-[(3,3-dimethylbutanoyl)-amino]-1-(2-fluorobenzyl)-N-phenyl-1H-indole-2-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmcl.2005.06.085

Reference yield:

: 509150-04-3
ethyl 1-(2-fluorobenzyl)-5-nitro-1H-indole-2-carboxylate

: 509149-38-6
5-[(3,3-dimethylbutanoyl)-amino]-1-(2-fluorobenzyl)-N-phenyl-1H-indole-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / ammonium formate / Pd/C / ethanol; ethyl acetate

2: 98 percent / triethylamine / CH₂Cl₂ / 0 - 20 °C

3: 89 percent / aq. LiOH / methanol / 20 °C

4: 84 percent / HATU; DIPEA / dimethylformamide / 20 °C

With lithium hydroxide; ammonium formate; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.06.085

Reference yield:

: 446-48-0
o-fluorobenzyl bromide

: 509149-38-6
5-[(3,3-dimethylbutanoyl)-amino]-1-(2-fluorobenzyl)-N-phenyl-1H-indole-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / KOt-Bu; 18-crown-6 / tetrahydrofuran / 0 - 20 °C

2: 95 percent / ammonium formate / Pd/C / ethanol; ethyl acetate

3: 98 percent / triethylamine / CH₂Cl₂ / 0 - 20 °C

4: 89 percent / aq. LiOH / methanol / 20 °C

5: 84 percent / HATU; DIPEA / dimethylformamide / 20 °C

With lithium hydroxide; 18-crown-6 ether; potassium tert-butylate; ammonium formate; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.06.085