2-{2-[7-chloro-3-(3-cyanomethyl-5-methyl-phenyl)-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:2-{2-[7-chloro-3-(3-cyanomethyl-5-methyl-phenyl)-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester
CAS No.:299956-65-3
Molecular Formula:C₃₀H₃₃ClN₄O₆
Molecular Weight:581.068
Hs Code.:

2-{2-[7-chloro-3-(3-cyanomethyl-5-methyl-phenyl)-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:2-{2-[7-chloro-3-(3-cyanomethyl-5-methyl-phenyl)-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 2-{2-[7-chloro-3-(3-cyanomethyl-5-methyl-phenyl)-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of 2-{2-[7-chloro-3-(3-cyanomethyl-5-methyl-phenyl)-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

There total 11 articles about 2-{2-[7-chloro-3-(3-cyanomethyl-5-methyl-phenyl)-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl 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: 29.0%

: 151-50-8
potassium cyanide

: 299956-63-1
2-{2-[3-(3-bromomethyl-5-methyl-phenyl)-7-chloro-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

: 299956-65-3
2-{2-[7-chloro-3-(3-cyanomethyl-5-methyl-phenyl)-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With trifluoroacetic acid; In dimethyl sulfoxide; at 10 ℃;
DOI:10.1016/S0960-894X(00)00318-8

Reference yield:

: 1484-84-0
2(RS)-(2-hydroxyethyl)piperidine

: 299956-65-3
2-{2-[7-chloro-3-(3-cyanomethyl-5-methyl-phenyl)-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: NEt₃ / CH₂Cl₂

2: Ph₃P; DEAD / tetrahydrofuran

3: 41 percent / NBS; benzoyl peroxide / CCl₄ / 80 °C

4: 29 percent / TFA / dimethylsulfoxide / 10 °C

With N-Bromosuccinimide; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; dichloromethane; dimethyl sulfoxide; 1: Acylation / 2: Mitsunobu alkylation / 3: Bromination / 4: Substitution;
DOI:10.1016/S0960-894X(00)00318-8

Reference yield:

: 5900-58-3
2-amino-4-chloro-benzoic acid methyl ester

: 299956-65-3
2-{2-[7-chloro-3-(3-cyanomethyl-5-methyl-phenyl)-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: HNO₃; H₂SO₄

2: 1,2-dichloro-ethane / 80 °C

3: NaHMDS / tetrahydrofuran / 0 - 25 °C

4: Ph₃P; DEAD / tetrahydrofuran

5: 41 percent / NBS; benzoyl peroxide / CCl₄ / 80 °C

6: 29 percent / TFA / dimethylsulfoxide / 10 °C

With N-Bromosuccinimide; sulfuric acid; nitric acid; sodium hexamethyldisilazane; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; 1: Nitration / 2: Acylation / 3: Claisen cyclocondensation / 4: Mitsunobu alkylation / 5: Bromination / 6: Substitution;
DOI:10.1016/S0960-894X(00)00318-8