4-{6-[2-(4-Chloro-phenyl)-acetylamino]-indol-1-ylmethyl}-3-methoxy-benzoic acid

Base Information

Chemical Name:4-{6-[2-(4-Chloro-phenyl)-acetylamino]-indol-1-ylmethyl}-3-methoxy-benzoic acid
CAS No.:104447-11-2
Molecular Formula:C₂₅H₂₁ClN₂O₄
Molecular Weight:448.906
Hs Code.:

Synonyms:4-{6-[2-(4-Chloro-phenyl)-acetylamino]-indol-1-ylmethyl}-3-methoxy-benzoic acid

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Chemical Property of 4-{6-[2-(4-Chloro-phenyl)-acetylamino]-indol-1-ylmethyl}-3-methoxy-benzoic acid

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Technology Process of 4-{6-[2-(4-Chloro-phenyl)-acetylamino]-indol-1-ylmethyl}-3-methoxy-benzoic acid

There total 7 articles about 4-{6-[2-(4-Chloro-phenyl)-acetylamino]-indol-1-ylmethyl}-3-methoxy-benzoic 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:

: 3556-83-0
methyl 4-methyl-3-methoxybenzoate

: 104447-11-2
4-{6-[2-(4-Chloro-phenyl)-acetylamino]-indol-1-ylmethyl}-3-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 64 percent / bromine / CCl₄ / 4 h / Irradiation

2: 95 percent / K₂CO₃ / acetone / 48 h / Heating

3: 95 percent / acetic acid-EtOAc, H₂ / 10percent Pd/C / 24 h / 2585.7 Torr

4: 1,1'-carbonyldiimidazole / CH₂Cl₂ / 1.) reflux, 30 min, 2.) RT, 24 h

5: aq. LiOH / tetrahydrofuran; methanol / 30 h

With lithium hydroxide; hydrogen; bromine; potassium carbonate; acetic acid; ethyl acetate; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; acetone;
DOI:10.1021/jm00168a036

Reference yield:

: 104437-17-4
methyl 3-methoxy-4-<(6-nitroindol-1-yl)methyl>benzoate

: 104447-11-2
4-{6-[2-(4-Chloro-phenyl)-acetylamino]-indol-1-ylmethyl}-3-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / acetic acid-EtOAc, H₂ / 10percent Pd/C / 24 h / 2585.7 Torr

2: 1,1'-carbonyldiimidazole / CH₂Cl₂ / 1.) reflux, 30 min, 2.) RT, 24 h

3: aq. LiOH / tetrahydrofuran; methanol / 30 h

With lithium hydroxide; hydrogen; acetic acid; ethyl acetate; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00168a036

Reference yield:

: 7151-68-0
3-methoxy-p-toluic acid

: 104447-11-2
4-{6-[2-(4-Chloro-phenyl)-acetylamino]-indol-1-ylmethyl}-3-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / acetyl chloride / 36 h

2: 64 percent / bromine / CCl₄ / 4 h / Irradiation

3: 95 percent / K₂CO₃ / acetone / 48 h / Heating

4: 95 percent / acetic acid-EtOAc, H₂ / 10percent Pd/C / 24 h / 2585.7 Torr

5: 1,1'-carbonyldiimidazole / CH₂Cl₂ / 1.) reflux, 30 min, 2.) RT, 24 h

6: aq. LiOH / tetrahydrofuran; methanol / 30 h

With lithium hydroxide; hydrogen; bromine; potassium carbonate; acetic acid; ethyl acetate; acetyl chloride; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; acetone;
DOI:10.1021/jm00168a036