2-chloro-3,4-bis((4-methoxybenzyl)oxy)-N-(quinuclidin-4-ylmethyl)benzamide

Base Information

Chemical Name:2-chloro-3,4-bis((4-methoxybenzyl)oxy)-N-(quinuclidin-4-ylmethyl)benzamide
CAS No.:1225209-21-1
Molecular Formula:C₃₁H₃₅ClN₂O₅
Molecular Weight:551.082
Hs Code.:

Synonyms:2-chloro-3,4-bis((4-methoxybenzyl)oxy)-N-(quinuclidin-4-ylmethyl)benzamide

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Chemical Property of 2-chloro-3,4-bis((4-methoxybenzyl)oxy)-N-(quinuclidin-4-ylmethyl)benzamide

Chemical Property:

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Technology Process of 2-chloro-3,4-bis((4-methoxybenzyl)oxy)-N-(quinuclidin-4-ylmethyl)benzamide

There total 7 articles about 2-chloro-3,4-bis((4-methoxybenzyl)oxy)-N-(quinuclidin-4-ylmethyl)benzamide 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%

: 2-chloro-3,4-bis[(4-methoxyphenyl)methoxy]benzoic acid

: 67496-78-0
4-aminomethylquinuclidine

: 1225209-21-1
2-chloro-3,4-bis((4-methoxybenzyl)oxy)-N-(quinuclidin-4-ylmethyl)benzamide

Guidance literature:: 2-chloro-3,4-bis[(4-methoxyphenyl)methoxy]benzoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Cooling with ice;

4-aminomethylquinuclidine; In N,N-dimethyl-formamide; for 4h; Cooling with ice;

With sodium carbonate; In water; pH=10;

Reference yield:

: 52009-53-7
2-chloro-3,4-dimethoxy-benzoic acid

: 1225209-21-1
2-chloro-3,4-bis((4-methoxybenzyl)oxy)-N-(quinuclidin-4-ylmethyl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron tribromide / dichloromethane / 3.5 h / 0 - 20 °C

1.2: Cooling with ice

2.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 3 h / 70 °C

3.1: sodium hydroxide; water / tetrahydrofuran; methanol / 1.33 h / 70 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 1 h / 20 °C / Cooling with ice

4.2: 4 h / Cooling with ice

4.3: pH 10

With water; boron tribromide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium iodide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 87932-50-1
2-chloro-3,4-dihydroxybenzoic acid

: 1225209-21-1
2-chloro-3,4-bis((4-methoxybenzyl)oxy)-N-(quinuclidin-4-ylmethyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 3 h / 70 °C

2.1: sodium hydroxide; water / tetrahydrofuran; methanol / 1.33 h / 70 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 1 h / 20 °C / Cooling with ice

3.2: 4 h / Cooling with ice

3.3: pH 10

With water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium iodide; sodium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;