4-[6-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid methyl ester

Base Information

Chemical Name:4-[6-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid methyl ester
CAS No.:188244-52-2
Molecular Formula:C₂₆H₂₈N₂O₅
Molecular Weight:448.519
Hs Code.:

Synonyms:4-[6-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid methyl ester

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Chemical Property of 4-[6-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid methyl ester

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Technology Process of 4-[6-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid methyl ester

There total 7 articles about 4-[6-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid methyl ester 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: 75.0%

: 1123-00-8
2-cyclopentylacetic acid

: 188244-51-1
6-amino-1-(2-methoxy-4-methoxycarbonylbenzyl)-4-oxo-1,4-dihydroquinoline

: 188244-52-2
4-[6-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid methyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1016/S0223-5234(97)83282-5

Reference yield:

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

: 188244-52-2
4-[6-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

2: 82 percent / NaH / tetrahydrofuran / 1.) 0 deg C,30 min, 2.) reflux, 4 h

3: 97 percent / ammonium formate / 10percent Pd-C / methanol / 2.5 h / Heating

4: 75 percent / DMAP, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂ / 24 h / Ambient temperature

With dmap; 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;
DOI:10.1016/S0223-5234(97)83282-5

Reference yield:

: 21873-49-4
6-nitroquinoline-4(1H)-one

: 188244-52-2
4-[6-(2-Cyclopentyl-acetylamino)-4-oxo-4H-quinolin-1-ylmethyl]-3-methoxy-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / NaH / tetrahydrofuran / 1.) 0 deg C,30 min, 2.) reflux, 4 h

2: 97 percent / ammonium formate / 10percent Pd-C / methanol / 2.5 h / Heating

3: 75 percent / DMAP, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂ / 24 h / Ambient temperature

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