3-(10,11-dihydro-11-oxo-5H-indolo[3,2-b]quinoline-9-carboxamido)phenylboronic acid

Base Information

Chemical Name:3-(10,11-dihydro-11-oxo-5H-indolo[3,2-b]quinoline-9-carboxamido)phenylboronic acid
CAS No.:1346173-74-7
Molecular Formula:C₂₂H₁₆BN₃O₄
Molecular Weight:397.198
Hs Code.:

Synonyms:3-(10,11-dihydro-11-oxo-5H-indolo[3,2-b]quinoline-9-carboxamido)phenylboronic acid

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Chemical Property of 3-(10,11-dihydro-11-oxo-5H-indolo[3,2-b]quinoline-9-carboxamido)phenylboronic acid

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Technology Process of 3-(10,11-dihydro-11-oxo-5H-indolo[3,2-b]quinoline-9-carboxamido)phenylboronic acid

There total 5 articles about 3-(10,11-dihydro-11-oxo-5H-indolo[3,2-b]quinoline-9-carboxamido)phenylboronic acid 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: 79.0%

: 1346173-72-5
10,11-dihydro-11-oxo-5H-indolo[3,2-b]quinoline-9-carboxylic acid

: 30418-59-8,280563-63-5
3-Aminophenylboronic acid

: 1346173-74-7
3-(10,11-dihydro-11-oxo-5H-indolo[3,2-b]quinoline-9-carboxamido)phenylboronic acid

Guidance literature:: 10,11-dihydro-11-oxo-5H-indolo[3,2-b]quinoline-9-carboxylic acid; With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; dimethyl sulfoxide; for 0.5h;

3-Aminophenylboronic acid; In dichloromethane; dimethyl sulfoxide; at 25 ℃; for 46h;
DOI:10.1111/j.1747-0285.2011.01196.x

Reference yield:

: 134-20-3
2-carbomethoxyaniline

: 1346173-74-7
3-(10,11-dihydro-11-oxo-5H-indolo[3,2-b]quinoline-9-carboxamido)phenylboronic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,4-dioxane; N,N-dimethyl-formamide / 17 h / 5 - 25 °C

2.1: N,N-dimethyl-formamide / 13 h / 85 °C

3.1: polyphosphoric acid / 3 h / 100 °C

4.1: potassium hydroxide / water / 8 h / 40 °C

4.2: Cooling with ice

5.1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; dimethyl sulfoxide / 0.5 h

5.2: 46 h / 25 °C

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1111/j.1747-0285.2011.01196.x

Reference yield:

: 1346173-62-3
dimethyl 2,2'-[(1-oxoethane-1,2-diyl)diimino]dibenzoate

: 1346173-74-7
3-(10,11-dihydro-11-oxo-5H-indolo[3,2-b]quinoline-9-carboxamido)phenylboronic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: polyphosphoric acid / 3 h / 100 °C

2.1: potassium hydroxide / water / 8 h / 40 °C

2.2: Cooling with ice

3.1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; dimethyl sulfoxide / 0.5 h

3.2: 46 h / 25 °C

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; In dichloromethane; water; dimethyl sulfoxide;
DOI:10.1111/j.1747-0285.2011.01196.x