7-(4-methoxy-phenyl)-5-oxo-2-phenylsulfanyl-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 7-(4-methoxy-phenyl)-5-oxo-2-phenylsulfanyl-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester
• CAS No.: 517876-61-8
• Molecular Formula: C₂₆H₂₃NO₄S
• Molecular Weight: 445.539
• Mol file: 517876-61-8.mol

Synonyms:7-(4-methoxy-phenyl)-5-oxo-2-phenylsulfanyl-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

Chemical Property of 7-(4-methoxy-phenyl)-5-oxo-2-phenylsulfanyl-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-(4-methoxy-phenyl)-5-oxo-2-phenylsulfanyl-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

There total 6 articles about 7-(4-methoxy-phenyl)-5-oxo-2-phenylsulfanyl-5H-[1]pyrindine-6-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: 45.0%

acetic acid tert-butyl ester (540-88-5) + 2-(4-methoxy-benzoyl)-6-phenylsulfanyl-nicotinic acid (517876-59-4) → 7-(4-methoxy-phenyl)-5-oxo-2-phenylsulfanyl-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester (517876-61-8)

Guidance literature:

2-(4-methoxy-benzoyl)-6-phenylsulfanyl-nicotinic acid; With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide;

acetic acid tert-butyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

With silica gel; In dichloromethane;

DOI:10.1016/S0960-894X(02)00663-7

Reference yield:

6-chloropyridine-2,3-dicarboxylic acid dimethyl ester (32383-03-2) → 7-(4-methoxy-phenyl)-5-oxo-2-phenylsulfanyl-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester (517876-61-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 80 percent / K₂CO₃ / dimethylformamide / 80 °C

2.1: 100 percent / NaOH / methanol / 60 °C

3.1: 91 percent / Ac₂O / 110 °C

4.1: tetrahydrofuran / -78 °C

5.1: CDI / dimethylformamide

5.2: LDA / tetrahydrofuran / -78 °C

5.3: 45 percent / SiO₂ / CH₂Cl₂

With sodium hydroxide; acetic anhydride; potassium carbonate; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00663-7

Reference yield:

pyridine-2,3-dicarboxylic acid dimethyl ester N-oxide (32383-02-1) → 7-(4-methoxy-phenyl)-5-oxo-2-phenylsulfanyl-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester (517876-61-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 55 percent / POCl₃ / 130 °C

2.1: 80 percent / K₂CO₃ / dimethylformamide / 80 °C

3.1: 100 percent / NaOH / methanol / 60 °C

4.1: 91 percent / Ac₂O / 110 °C

5.1: tetrahydrofuran / -78 °C

6.1: CDI / dimethylformamide

6.2: LDA / tetrahydrofuran / -78 °C

6.3: 45 percent / SiO₂ / CH₂Cl₂

With sodium hydroxide; acetic anhydride; potassium carbonate; 1,1'-carbonyldiimidazole; trichlorophosphate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00663-7

upstream raw materials:

acetic acid tert-butyl ester

2-(4-methoxy-benzoyl)-6-phenylsulfanyl-nicotinic acid

6-chloropyridine-2,3-dicarboxylic acid dimethyl ester

pyridine-2,3-dicarboxylic acid dimethyl ester N-oxide

Downstream raw materials:

2-benzenesulfonyl-5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-2-phenylsulfanyl-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-2-propylsulfanyl-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester