methyl 8-((2,4-difluorophenyl)amino)-5-oxo-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate

Base Information

Chemical Name:methyl 8-((2,4-difluorophenyl)amino)-5-oxo-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate
CAS No.:1417404-49-9
Molecular Formula:C₂₃H₁₇F₂NO₃
Molecular Weight:393.39
Hs Code.:

Synonyms:methyl 8-((2,4-difluorophenyl)amino)-5-oxo-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate

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Chemical Property of methyl 8-((2,4-difluorophenyl)amino)-5-oxo-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate

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Technology Process of methyl 8-((2,4-difluorophenyl)amino)-5-oxo-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate

There total 16 articles about methyl 8-((2,4-difluorophenyl)amino)-5-oxo-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate 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: 90.0%

: 67-56-1
methanol

: 1417404-28-4
8-((2,4-difluorophenyl)amino)-5-oxo-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylic acid

: 1417404-49-9
methyl 8-((2,4-difluorophenyl)amino)-5-oxo-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate

Guidance literature:: With sulfuric acid; for 3h; Reflux;
DOI:10.1021/jm301539x

Reference yield: 89.0%

: 367-25-9,76563-56-9
2,4-difluorophenylamine

: methyl-8-chloro-5-oxo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-3-carboxylate

: 1417404-49-9
methyl 8-((2,4-difluorophenyl)amino)-5-oxo-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate

Guidance literature:: With palladium diacetate; caesium carbonate; XPhos; In 1,4-dioxane; tert-butyl alcohol; at 110 ℃; for 1h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.0c01773

Reference yield:

: C₁₆H₁₂Cl₂O₃

: 1417404-49-9
methyl 8-((2,4-difluorophenyl)amino)-5-oxo-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: aluminum (III) chloride / dichloromethane / 0.33 h / 0 °C

2: thionyl chloride / dichloromethane / 1 h / Reflux

3: dichloromethane / 0 - 20 °C

4: palladium diacetate; XPhos; potassium tert-butylate / toluene; tert-butyl alcohol / 2 h / 100 °C / Inert atmosphere

5: hydrogenchloride; water / 6 h / Reflux

6: sulfuric acid / 3 h / Reflux

With hydrogenchloride; aluminum (III) chloride; thionyl chloride; sulfuric acid; potassium tert-butylate; water; palladium diacetate; XPhos; In dichloromethane; toluene; tert-butyl alcohol; 1: |Friedel-Crafts Acylation / 4: |Buchwald-Hartwig Coupling;
DOI:10.1021/jm301539x