3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-2-[[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy] methyl]-1,4-dihydro-6-[(methylthio)methyl]-, diethyl ester

Base Information

• Chemical Name: 3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-2-[[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy] methyl]-1,4-dihydro-6-[(methylthio)methyl]-, diethyl ester
• CAS No.: 140171-56-8
• Molecular Formula: C₃₀H₃₁ClN₂O₇S
• Molecular Weight: 599.104

Synonyms:

Chemical Property of 3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-2-[[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy] methyl]-1,4-dihydro-6-[(methylthio)methyl]-, diethyl ester

Chemical Property:

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Technology Process of 3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-2-[[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy] methyl]-1,4-dihydro-6-[(methylthio)methyl]-, diethyl ester

There total 2 articles about 3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-2-[[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy] methyl]-1,4-dihydro-6-[(methylthio)methyl]-, diethyl 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: 6.0%

2-chloro-benzaldehyde (89-98-5) + β-amino-γ-methylthiocrotonic acid ethyl ester (140171-91-1) + ethyl 4-[2-(phthalimido)ethoxy]acetoacetate (88150-75-8) → 4-(2-Chloro-phenyl)-2-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxymethyl]-6-methylsulfanylmethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (140171-56-8)

Guidance literature:

Heating;

DOI:10.1016/0223-5234(91)90132-7

Reference yield:

4-methylthioacetoacetic acid ethyl ester (14109-74-1) → 4-(2-Chloro-phenyl)-2-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxymethyl]-6-methylsulfanylmethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (140171-56-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₃ / ethanol

2: 6 percent / Heating

With ammonia; In ethanol;

DOI:10.1016/0223-5234(91)90132-7

Reference yield: 43.0%

4-(2-Chloro-phenyl)-2-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxymethyl]-6-methylsulfanylmethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (140171-56-8) → 2-(2-Amino-ethoxymethyl)-4-(2-chloro-phenyl)-6-methylsulfanylmethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (140171-82-0)

Guidance literature:

With methylamine; Ambient temperature;

DOI:10.1016/0223-5234(91)90132-7

upstream raw materials:

2-chloro-benzaldehyde

β-amino-γ-methylthiocrotonic acid ethyl ester

ethyl 4-[2-(phthalimido)ethoxy]acetoacetate

4-methylthioacetoacetic acid ethyl ester

Downstream raw materials:

2-(2-Amino-ethoxymethyl)-4-(2-chloro-phenyl)-6-methylsulfanylmethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester

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