methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chloro-5-fluorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-7-carboxylate

Base Information

Chemical Name:methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chloro-5-fluorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-7-carboxylate
CAS No.:1404555-86-7
Molecular Formula:C₃₀H₃₃ClFN₅O₅
Molecular Weight:598.074
Hs Code.:

methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chloro-5-fluorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-7-carboxylate

Synonyms:methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chloro-5-fluorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-7-carboxylate

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Chemical Property of methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chloro-5-fluorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-7-carboxylate

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Technology Process of methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chloro-5-fluorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-7-carboxylate

There total 8 articles about methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chloro-5-fluorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-7-carboxylate 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: 71.0%

: 1404555-84-5
methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-7-carboxylate

: 81778-09-8
1-(bromomethyl)-2-chloro-5-fluorobenzene

: 1404555-86-7
methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chloro-5-fluorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-7-carboxylate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 65 ℃; for 3h;
DOI:10.1016/j.bmc.2012.07.046

Reference yield:

: 853070-06-1
C₃₂H₃₉ClIN₅O₅

: 1404555-86-7
methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chloro-5-fluorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-7-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

2: silver (I) hydrogen carbonate; palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 1 h / 150 °C

3: hydrogenchloride / 1,4-dioxane / 4 h / 80 °C

4: sodium hydrogencarbonate / tetrahydrofuran; water / 3 h / 20 °C

5: potassium carbonate / N,N-dimethyl-formamide / 4 h / 45 °C

6: 10% Pd/C; ammonium formate / methanol / 2 h / Reflux

7: potassium carbonate / N,N-dimethyl-formamide / 3 h / 65 °C

With hydrogenchloride; silver (I) hydrogen carbonate; 10% Pd/C; palladium diacetate; ammonium formate; sodium hydrogencarbonate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.07.046

Reference yield:

: 853069-86-0
methyl 3-[{[2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-1-(2-chlorobenzyl)-4-iodo-1H-imidazol-5-yl]carbonyl}(methyl)amino]benzoate

: 1404555-86-7
methyl 2-{(3R)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}-3-(2-chloro-5-fluorobenzyl)-5-methyl-4-oxo-4,5-dihydro-3H-imidazo[4,5-c]quinoline-7-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: silver (I) hydrogen carbonate; palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / 1 h / 150 °C

2: 10% Pd/C; ammonium formate / methanol / 2 h / Reflux

3: potassium carbonate / N,N-dimethyl-formamide / 3 h / 65 °C

With silver (I) hydrogen carbonate; 10% Pd/C; palladium diacetate; ammonium formate; potassium carbonate; triphenylphosphine; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.07.046