2-{2-[7-chloro-3-(3,5-dimethyl-phenyl)-6-(5-methyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-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-(3,5-dimethyl-phenyl)-6-(5-methyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester
CAS No.:265324-31-0
Molecular Formula:C₃₃H₃₈ClN₅O₅S
Molecular Weight:652.214
Hs Code.:

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

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

There total 5 articles about 2-{2-[7-chloro-3-(3,5-dimethyl-phenyl)-6-(5-methyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-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:

: 108-33-8
5-methyl-1,3,4-thiadiazol-2-amine

: 201230-82-2
carbon monoxide

: 199861-90-0
2-{2-[7-chloro-3-(3.5-dimethylphenyl)-6-iodo-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

: 265324-31-0
2-{2-[7-chloro-3-(3,5-dimethyl-phenyl)-6-(5-methyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; triethylamine; In N,N-dimethyl-formamide; at 95 ℃; for 16h; under 760 Torr;
DOI:10.1016/S0960-894X(00)00024-X

Reference yield:

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

: 265324-31-0
2-{2-[7-chloro-3-(3,5-dimethyl-phenyl)-6-(5-methyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: I₂; Ag₂SO₄ / ethanol / 1 h / 20 °C

2: 85 percent / 1,2-dichloro-ethane / 3 h / 80 °C

3: 88 percent / LiN(TMS)2 / tetrahydrofuran / 2 h / 0 °C

4: PPh₃; DEAD / tetrahydrofuran / 96 h / 0 - 20 °C

5: (PPh₃)2PdCl₂; Et₃N / dimethylformamide / 16 h / 95 °C / 760 Torr

With bis-triphenylphosphine-palladium(II) chloride; iodine; silver sulfate; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; In tetrahydrofuran; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: Iodination / 2: Acylation / 3: Cyclization / 4: Etherification / 5: amino-carbonylation;
DOI:10.1016/S0960-894X(00)00024-X

Reference yield:

: 199850-56-1
methyl 2-amino-4-chloro-5-iodobenzoate

: 265324-31-0
2-{2-[7-chloro-3-(3,5-dimethyl-phenyl)-6-(5-methyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-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: 85 percent / 1,2-dichloro-ethane / 3 h / 80 °C

2: 88 percent / LiN(TMS)2 / tetrahydrofuran / 2 h / 0 °C

3: PPh₃; DEAD / tetrahydrofuran / 96 h / 0 - 20 °C

4: (PPh₃)2PdCl₂; Et₃N / dimethylformamide / 16 h / 95 °C / 760 Torr

With bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: Acylation / 2: Cyclization / 3: Etherification / 4: amino-carbonylation;
DOI:10.1016/S0960-894X(00)00024-X