5-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]quinolin-7-yl)-pentanoic acid cyclohexylamide

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Chemical Name:5-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]quinolin-7-yl)-pentanoic acid cyclohexylamide
CAS No.:142104-05-0
Molecular Formula:C₂₁H₂₆N₄O₂
Molecular Weight:366.463
Hs Code.:

Synonyms:5-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]quinolin-7-yl)-pentanoic acid cyclohexylamide

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Chemical Property of 5-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]quinolin-7-yl)-pentanoic acid cyclohexylamide

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Technology Process of 5-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]quinolin-7-yl)-pentanoic acid cyclohexylamide

There total 11 articles about 5-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]quinolin-7-yl)-pentanoic acid cyclohexylamide 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: 68.0%

: 108-91-8,157973-60-9
cyclohexylamine

: 142104-03-8
5-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]quinolin-7-yl)-pentanoic acid

: 142104-05-0
5-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]quinolin-7-yl)-pentanoic acid cyclohexylamide

Guidance literature:: With diphenyl-phosphinic acid; triethylamine; In N,N-dimethyl-formamide; for 18h; Ambient temperature;
DOI:10.1021/jm00092a019

Reference yield:

: 1515-75-9
methyl 2,4-pentadienoate

: 142104-05-0
5-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]quinolin-7-yl)-pentanoic acid cyclohexylamide

Guidance literature:: Multi-step reaction with 5 steps

1: 66 percent / Pd(OAc)2, tri-o-tolylphosphine, Et₃N / acetonitrile / 20 h / 75 °C

2: H₂ / 10 percent Pd/C / ethyl acetate / 2585.7 Torr

3: p-TsOH / methanol / 0.5 h / Heating

4: 74 percent / 1 N KOH / methanol / 18 h / Ambient temperature

5: 68 percent / Et₃N, DPPA / dimethylformamide / 18 h / Ambient temperature

With palladium diacetate; potassium hydroxide; diphenyl-phosphinic acid; hydrogen; toluene-4-sulfonic acid; triethylamine; tris-(o-tolyl)phosphine; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00092a019

Reference yield:

: 109115-11-9
N-<2-<(2,4-dioxo-5-imidazolidinyl)methyl>phenyl>acetamide

: 142104-05-0
5-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]quinolin-7-yl)-pentanoic acid cyclohexylamide

Guidance literature:: Multi-step reaction with 9 steps

1: 94 percent / Br₂, NaOAc / acetic acid / 18 h / 65 °C

2: 77 percent / 10 percent HCl / ethanol / 2.5 h / Heating

3: 90 percent / I₂ / dimethylformamide / 0.08 h / Heating

4: 1.) NaH / 1.) THF, 2.) THF, a) reflux, 50 min, b) RT, 1 h

5: 66 percent / Pd(OAc)2, tri-o-tolylphosphine, Et₃N / acetonitrile / 20 h / 75 °C

6: H₂ / 10 percent Pd/C / ethyl acetate / 2585.7 Torr

7: p-TsOH / methanol / 0.5 h / Heating

8: 74 percent / 1 N KOH / methanol / 18 h / Ambient temperature

9: 68 percent / Et₃N, DPPA / dimethylformamide / 18 h / Ambient temperature

With hydrogenchloride; palladium diacetate; potassium hydroxide; diphenyl-phosphinic acid; hydrogen; bromine; iodine; sodium acetate; sodium hydride; toluene-4-sulfonic acid; triethylamine; tris-(o-tolyl)phosphine; palladium on activated charcoal; In methanol; ethanol; acetic acid; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00092a019