7-methyl-5-(p-tolyl)-3-(trifluoromethyl)-10,11-dihydro-5H-benzo[b]pyrido[2,3-f]azepine

Base Information

Chemical Name:7-methyl-5-(p-tolyl)-3-(trifluoromethyl)-10,11-dihydro-5H-benzo[b]pyrido[2,3-f]azepine
CAS No.:1512811-91-4
Molecular Formula:C₂₂H₁₉F₃N₂
Molecular Weight:368.401
Hs Code.:

Synonyms:7-methyl-5-(p-tolyl)-3-(trifluoromethyl)-10,11-dihydro-5H-benzo[b]pyrido[2,3-f]azepine

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Chemical Property of 7-methyl-5-(p-tolyl)-3-(trifluoromethyl)-10,11-dihydro-5H-benzo[b]pyrido[2,3-f]azepine

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Technology Process of 7-methyl-5-(p-tolyl)-3-(trifluoromethyl)-10,11-dihydro-5H-benzo[b]pyrido[2,3-f]azepine

There total 3 articles about 7-methyl-5-(p-tolyl)-3-(trifluoromethyl)-10,11-dihydro-5H-benzo[b]pyrido[2,3-f]azepine 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: 82.0%

: 3-chloro-5-(trifluoromethyl)-2-vinylpyridine

: 106-49-0,12221-03-3
p-toluidine

: 145349-62-8
2-chlorophenyl-4-methylphenylboronic a cid

: 1512811-91-4
7-methyl-5-(p-tolyl)-3-(trifluoromethyl)-10,11-dihydro-5H-benzo[b]pyrido[2,3-f]azepine

Guidance literature:: With [Rh(OH)(cod)]2; chloro(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); potassium carbonate; XPhos; In 1,4-dioxane; water; for 22h; Inert atmosphere; Heating;
DOI:10.1021/ol4030925

Reference yield:

: 75806-84-7
2-bromo-3-chloro-5-(trifluoromethyl)pyridine

: 1512811-91-4
7-methyl-5-(p-tolyl)-3-(trifluoromethyl)-10,11-dihydro-5H-benzo[b]pyrido[2,3-f]azepine

Guidance literature:: Multi-step reaction with 2 steps

1: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / 24 h / 80 °C / Inert atmosphere

2: potassium carbonate; [Rh(OH)(cod)]2; chloro(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); XPhos / water; 1,4-dioxane / 22 h / Inert atmosphere; Heating

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; [Rh(OH)(cod)]2; chloro(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); potassium carbonate; caesium carbonate; XPhos; In tetrahydrofuran; 1,4-dioxane; water;
DOI:10.1021/ol4030925

Reference yield:

: 69045-84-7
2,3-dichloro-5-trifluoromethylpyridine

: 1512811-91-4
7-methyl-5-(p-tolyl)-3-(trifluoromethyl)-10,11-dihydro-5H-benzo[b]pyrido[2,3-f]azepine

Guidance literature:: Multi-step reaction with 3 steps

1: trimethylsilyl bromide / 15 h / 100 °C / Inert atmosphere

2: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / 24 h / 80 °C / Inert atmosphere

3: potassium carbonate; [Rh(OH)(cod)]2; chloro(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); XPhos / water; 1,4-dioxane / 22 h / Inert atmosphere; Heating

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; [Rh(OH)(cod)]2; trimethylsilyl bromide; chloro(2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); potassium carbonate; caesium carbonate; XPhos; In tetrahydrofuran; 1,4-dioxane; water;
DOI:10.1021/ol4030925