4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydroquinoline-6-carboxylic acid pyrimidin-4-ylamide

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Chemical Name:4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydroquinoline-6-carboxylic acid pyrimidin-4-ylamide
CAS No.:335293-20-4
Molecular Formula:C₃₃H₃₆ClN₅O₅
Molecular Weight:618.132
Hs Code.:

4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydroquinoline-6-carboxylic acid pyrimidin-4-ylamide

Synonyms:4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydroquinoline-6-carboxylic acid pyrimidin-4-ylamide

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Chemical Property of 4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydroquinoline-6-carboxylic acid pyrimidin-4-ylamide

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Technology Process of 4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydroquinoline-6-carboxylic acid pyrimidin-4-ylamide

There total 10 articles about 4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydroquinoline-6-carboxylic acid pyrimidin-4-ylamide 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: 84.0%

: 163133-86-6,163133-87-7,176772-96-6,176773-06-1,176773-07-2,176799-58-9,591-54-8
pyrimidin-4-amine

: 335293-24-8
4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydoquinoline-6-carboxylic acid

: 335293-20-4
4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydroquinoline-6-carboxylic acid pyrimidin-4-ylamide

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/jm000275p

Reference yield:

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

: 335293-20-4
4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydroquinoline-6-carboxylic acid pyrimidin-4-ylamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: I₂; Ag₂SO₄ / methanol / 0.75 h / 20 °C

2.1: 93 percent / 1,2-dichloro-ethane / 3 h / 80 °C

3.1: 74 percent / Et₃N; (PPh₃)2PdCl₂ / dimethylformamide / 16 h / 80 °C / 760.05 Torr

4.1: 80 percent / H₂SO₄; MeOH / 1 h / Heating

5.1: 78 percent / 1,2-dichloro-ethane / 12 h / 80 °C

6.1: 82 percent / LIN(TMS)2 / tetrahydrofuran / 1 h / 0 °C

7.1: PPh₃; DEAD / tetrahydrofuran / 16 h / 20 °C

7.2: 86 percent / LiOH*H₂O / aq. ethanol / 6.5 h / 80 °C

8.1: 84 percent / DMAP; ethyl(dimethylaminopropyl)carbodiimide / CH₂Cl₂ / 24 h / 20 °C

With methanol; dmap; bis-triphenylphosphine-palladium(II) chloride; sulfuric acid; iodine; silver sulfate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 7.1: Mitsunobu reaction;
DOI:10.1021/jm000275p

Reference yield:

: 51719-67-6
3,4,5-trimethylphenylacetic acid

: 335293-20-4
4-(2-(N-tert-butoxycarbonylazetidin-2(S)-yl)ethoxy)-7-chloro-2-oxo-3-(3,4,5-trimethylphenyl)-1,2-dihydroquinoline-6-carboxylic acid pyrimidin-4-ylamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: (COCl)2; DMF / CH₂Cl₂ / 20 °C

2.1: 78 percent / 1,2-dichloro-ethane / 12 h / 80 °C

3.1: 82 percent / LIN(TMS)2 / tetrahydrofuran / 1 h / 0 °C

4.1: PPh₃; DEAD / tetrahydrofuran / 16 h / 20 °C

4.2: 86 percent / LiOH*H₂O / aq. ethanol / 6.5 h / 80 °C

5.1: 84 percent / DMAP; ethyl(dimethylaminopropyl)carbodiimide / CH₂Cl₂ / 24 h / 20 °C

With dmap; oxalyl dichloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N,N-dimethyl-formamide; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; 4.1: Mitsunobu reaction;
DOI:10.1021/jm000275p