2-(8-Benzyloxy-7-bromo-quinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-6-methoxy-5-methyl-nicotinic acid methyl ester

Base Information

Chemical Name:2-(8-Benzyloxy-7-bromo-quinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-6-methoxy-5-methyl-nicotinic acid methyl ester
CAS No.:152455-90-8
Molecular Formula:C₃₃H₂₉BrN₂O₇
Molecular Weight:645.506
Hs Code.:

Synonyms:2-(8-Benzyloxy-7-bromo-quinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-6-methoxy-5-methyl-nicotinic acid methyl ester

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Chemical Property of 2-(8-Benzyloxy-7-bromo-quinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-6-methoxy-5-methyl-nicotinic acid methyl ester

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Technology Process of 2-(8-Benzyloxy-7-bromo-quinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-6-methoxy-5-methyl-nicotinic acid methyl ester

There total 9 articles about 2-(8-Benzyloxy-7-bromo-quinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-6-methoxy-5-methyl-nicotinic acid methyl 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:

: 19283-70-6
3,4-dimethoxysalicylaldehyde

: 152455-90-8
2-(8-Benzyloxy-7-bromo-quinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-6-methoxy-5-methyl-nicotinic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / piperidine / ethanol / 1 h / Heating

2: 75 percent / TiCl₄, Et₃N / CH₂Cl₂ / 6.5 h / 0 - 25 °C

3: t-BuOK / benzene / 3 h / 24 °C

4: DDQ / tetrahydrofuran / 1 h / -30 °C

5: 92 percent / Na₂CO₃ / tetrahydrofuran / 4 h / 25 °C

With piperidine; potassium tert-butylate; titanium tetrachloride; sodium carbonate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; ethanol; dichloromethane; benzene;
DOI:10.1021/ja00076a035

Reference yield:

: 99573-20-3
2-Amino-3-(benzyloxy)-4-bromobenzaldehyde

: 152455-90-8
2-(8-Benzyloxy-7-bromo-quinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-6-methoxy-5-methyl-nicotinic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: NaOH / methanol / 6 h / 57 °C

2: HCl / 5 h / 24 °C

3: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, -78 deg C, 40 min

4: 81 percent / piperidine / ethanol / 1 h / Heating

5: 75 percent / TiCl₄, Et₃N / CH₂Cl₂ / 6.5 h / 0 - 25 °C

6: t-BuOK / benzene / 3 h / 24 °C

7: DDQ / tetrahydrofuran / 1 h / -30 °C

8: 92 percent / Na₂CO₃ / tetrahydrofuran / 4 h / 25 °C

With piperidine; hydrogenchloride; sodium hydroxide; potassium tert-butylate; titanium tetrachloride; sodium carbonate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; dichloromethane; benzene;
DOI:10.1021/ja00076a035

Reference yield:

: 495409-83-1
8-benzyloxy-7-bromo-quinoline-2-carboxylic acid

: 152455-90-8
2-(8-Benzyloxy-7-bromo-quinolin-2-yl)-4-(2-hydroxy-3,4-dimethoxy-phenyl)-6-methoxy-5-methyl-nicotinic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: HCl / 5 h / 24 °C

2: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, -78 deg C, 40 min

3: 81 percent / piperidine / ethanol / 1 h / Heating

4: 75 percent / TiCl₄, Et₃N / CH₂Cl₂ / 6.5 h / 0 - 25 °C

5: t-BuOK / benzene / 3 h / 24 °C

6: DDQ / tetrahydrofuran / 1 h / -30 °C

7: 92 percent / Na₂CO₃ / tetrahydrofuran / 4 h / 25 °C

With piperidine; hydrogenchloride; potassium tert-butylate; titanium tetrachloride; sodium carbonate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; benzene;
DOI:10.1021/ja00076a035