2-(3-(3-aminopropyl)phenylamino)-9-chloro-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-one

Base Information

Chemical Name:2-(3-(3-aminopropyl)phenylamino)-9-chloro-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-one
CAS No.:1350815-96-1
Molecular Formula:C₂₃H₂₄ClN₅O
Molecular Weight:421.929
Hs Code.:

Synonyms:2-(3-(3-aminopropyl)phenylamino)-9-chloro-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-one

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Chemical Property of 2-(3-(3-aminopropyl)phenylamino)-9-chloro-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-one

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Technology Process of 2-(3-(3-aminopropyl)phenylamino)-9-chloro-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-one

There total 8 articles about 2-(3-(3-aminopropyl)phenylamino)-9-chloro-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-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: 72.0%

: 2-amino-9-chloro-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-one

: 46228-63-1
3-(3-bromophenyl)-N,N-dimethylpropan-1-amine

: 1350815-96-1
2-(3-(3-aminopropyl)phenylamino)-9-chloro-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-one

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 150 ℃; for 1.16667h; Microwave irradiation;
DOI:10.1021/jm2011172

Reference yield:

: 1340177-32-3
3-(3-bromophenyl)-N,N-dimethylpropanamide

: 1350815-96-1
2-(3-(3-aminopropyl)phenylamino)-9-chloro-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: borane-THF / tetrahydrofuran / 3.17 h / 0 - 50 °C

1.2: 3 h / 80 °C

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 1.17 h / 150 °C / Microwave irradiation

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; borane-THF; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1021/jm2011172

Reference yield:

: 5900-58-3
2-amino-4-chloro-benzoic acid methyl ester

: 1350815-96-1
2-(3-(3-aminopropyl)phenylamino)-9-chloro-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2.1: potassium tert-butylate / tetrahydrofuran / 10 °C

2.2: 20 °C / pH 4

3.1: water / dimethyl sulfoxide / 150 °C / Cooling

3.2: 0 °C

4.1: tetrahydrofuran / 2 h / 60 °C / Inert atmosphere

5.1: potassium carbonate / ethanol / 75 °C

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 1.17 h / 150 °C / Microwave irradiation

With dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; water; potassium carbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide; 2.1: Dieckmann reaction;
DOI:10.1021/jm2011172