4-[5-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid

Base Information

Chemical Name:4-[5-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid
CAS No.:188244-59-9
Molecular Formula:C₂₅H₂₆N₂O₅
Molecular Weight:434.492
Hs Code.:

Synonyms:4-[5-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid

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Chemical Property of 4-[5-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid

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Technology Process of 4-[5-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid

There total 8 articles about 4-[5-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-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: 70.0%

: 188244-58-8
4-[5-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid methyl ester

: 188244-59-9
4-[5-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; for 24h; Ambient temperature;
DOI:10.1016/S0223-5234(97)83282-5

Reference yield:

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

: 188244-59-9
4-[5-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / NBS, AIBN / CCl₄ / 4 h / Heating

2: 2.) NaH / 1.) diphenyl ether, reflux, 20 min, 2.) THF, 0 deg C, 30 min, 3.) reflux, 4 h

3: 98 percent / ammonium formate / 10percent Pd-C / methanol / 2.5 h / Heating

4: 71 percent / DMAP, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂ / 24 h / Ambient temperature

5: 70 percent / LiOH*H₂O / H₂O; methanol; tetrahydrofuran / 24 h / Ambient temperature

With dmap; lithium hydroxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); ammonium formate; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water;
DOI:10.1016/S0223-5234(97)83282-5

Reference yield:

: 70264-94-7
methyl 4-(bromomethyl)-3-methoxybenzoate

: 188244-59-9
4-[5-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) NaH / 1.) diphenyl ether, reflux, 20 min, 2.) THF, 0 deg C, 30 min, 3.) reflux, 4 h

2: 98 percent / ammonium formate / 10percent Pd-C / methanol / 2.5 h / Heating

3: 71 percent / DMAP, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂ / 24 h / Ambient temperature

4: 70 percent / LiOH*H₂O / H₂O; methanol; tetrahydrofuran / 24 h / Ambient temperature

With dmap; lithium hydroxide; ammonium formate; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/S0223-5234(97)83282-5