2-(2,4-difluorophenylamino)-7-(2-morpholin-4-yl-propoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

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Chemical Name:2-(2,4-difluorophenylamino)-7-(2-morpholin-4-yl-propoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one
CAS No.:1221486-30-1
Molecular Formula:C₂₈H₂₈F₂N₂O₃
Molecular Weight:478.539
Hs Code.:

Synonyms:2-(2,4-difluorophenylamino)-7-(2-morpholin-4-yl-propoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

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Chemical Property of 2-(2,4-difluorophenylamino)-7-(2-morpholin-4-yl-propoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

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Technology Process of 2-(2,4-difluorophenylamino)-7-(2-morpholin-4-yl-propoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

There total 7 articles about 2-(2,4-difluorophenylamino)-7-(2-morpholin-4-yl-propoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one 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: 43.0%

: 1221486-82-3
2-chloro-7-(3-morpholin-4-yl-propoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

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

: 1221486-30-1
2-(2,4-difluorophenylamino)-7-(2-morpholin-4-yl-propoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

Guidance literature:: 2-chloro-7-(3-morpholin-4-yl-propoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one; 2,4-difluorophenylamine; With sodium t-butanolate; palladium diacetate; In toluene; tert-butyl alcohol; at 100 ℃; for 1h; Inert atmosphere;

With water; In toluene; tert-butyl alcohol;

Reference yield:

: 1221486-48-1
2-chloro-7-hydroxy-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one

: 1221486-30-1
2-(2,4-difluorophenylamino)-7-(2-morpholin-4-yl-propoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / acetonitrile / 7 h / 80 °C

2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 80 °C

3: palladium diacetate; sodium t-butanolate; XPhos / toluene; tert-butyl alcohol / 2 h / 90 °C / Inert atmosphere

With palladium diacetate; potassium carbonate; sodium t-butanolate; XPhos; In N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol; 3: Buchwald-Hartwig reaction;
DOI:10.1021/jm300327h

Reference yield:

: 4741-63-3
6-methoxyphthalide

: 1221486-30-1
2-(2,4-difluorophenylamino)-7-(2-morpholin-4-yl-propoxy)-10,11-dihydro-dibenzo[a,d]-cyclohepten-5-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / chlorobenzene / 85 - 112 °C

2.1: triphenylphosphine / methanol / 2 h / Reflux

2.2: 3.75 h / 0 °C

3.1: palladium on activated charcoal; hydrogen / ethyl acetate; acetonitrile / 5 h / 20 °C

4.1: thionyl chloride / dichloromethane / 2 h / Reflux; Inert atmosphere

4.2: 1.5 h / 20 °C

5.1: hydrogen bromide; acetic acid / water / 0.75 h / Reflux

6.1: potassium carbonate / acetonitrile / 7 h / 80 °C

7.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 80 °C

8.1: palladium diacetate; sodium t-butanolate; XPhos / toluene; tert-butyl alcohol / 2 h / 90 °C / Inert atmosphere

With N-Bromosuccinimide; thionyl chloride; 2,2'-azobis(isobutyronitrile); palladium on activated charcoal; hydrogen bromide; hydrogen; palladium diacetate; potassium carbonate; acetic acid; triphenylphosphine; sodium t-butanolate; XPhos; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; chlorobenzene; toluene; acetonitrile; tert-butyl alcohol; 2.2: Wittig reaction / 4.2: Friedel Crafts reaction / 8.1: Buchwald-Hartwig reaction;
DOI:10.1021/jm300327h