ethyl ester of 4-(N-benzyl-N-(3-methoxy-3-oxopropyl)amino)-6-chloro-2-methyl-thio-pyrimidine-5-carboxylic acid

Base Information

• Chemical Name: ethyl ester of 4-(N-benzyl-N-(3-methoxy-3-oxopropyl)amino)-6-chloro-2-methyl-thio-pyrimidine-5-carboxylic acid
• CAS No.: 1246672-04-7
• Molecular Formula: C₁₉H₂₂ClN₃O₄S
• Molecular Weight: 423.92
• Mol file: 1246672-04-7.mol

Synonyms:ethyl ester of 4-(N-benzyl-N-(3-methoxy-3-oxopropyl)amino)-6-chloro-2-methyl-thio-pyrimidine-5-carboxylic acid

Chemical Property of ethyl ester of 4-(N-benzyl-N-(3-methoxy-3-oxopropyl)amino)-6-chloro-2-methyl-thio-pyrimidine-5-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl ester of 4-(N-benzyl-N-(3-methoxy-3-oxopropyl)amino)-6-chloro-2-methyl-thio-pyrimidine-5-carboxylic acid

There total 3 articles about ethyl ester of 4-(N-benzyl-N-(3-methoxy-3-oxopropyl)amino)-6-chloro-2-methyl-thio-pyrimidine-5-carboxylic acid 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: 75.0%

4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl ester (959070-42-9) + 3-benzylamino-propionic acid methyl ester (23574-01-8) → ethyl ester of 4-(N-benzyl-N-(3-methoxy-3-oxopropyl)amino)-6-chloro-2-methyl-thio-pyrimidine-5-carboxylic acid (1246672-04-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 20h; Cooling with ice;

Reference yield:

4,6-dihydroxy-2-methylmercaptopyrimidine (1979-98-2) → ethyl ester of 4-(N-benzyl-N-(3-methoxy-3-oxopropyl)amino)-6-chloro-2-methyl-thio-pyrimidine-5-carboxylic acid (1246672-04-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trichlorophosphate / 6 h / 105 - 110 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 3 h / -78 °C

2.2: 4 h / -78 °C

3.1: triethylamine / tetrahydrofuran / 20 h / Cooling with ice

With triethylamine; lithium diisopropyl amide; trichlorophosphate; In tetrahydrofuran;

Reference yield:

4,6-Dichloro-2-(methylthio)pyrimidine (6299-25-8) → ethyl ester of 4-(N-benzyl-N-(3-methoxy-3-oxopropyl)amino)-6-chloro-2-methyl-thio-pyrimidine-5-carboxylic acid (1246672-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 3 h / -78 °C

1.2: 4 h / -78 °C

2.1: triethylamine / tetrahydrofuran / 20 h / Cooling with ice

With triethylamine; lithium diisopropyl amide; In tetrahydrofuran;

upstream raw materials:

4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl ester

3-benzylamino-propionic acid methyl ester

4,6-Dichloro-2-(methylthio)pyrimidine

4,6-dihydroxy-2-methylmercaptopyrimidine

Downstream raw materials:

8-benzyl-4-hydroxy-2-(methylthio)-7,8-dihydropyrido[2,3-d]pyrimidin-5(6H)-one

6-benzyl-4-methylsulfanyl-2,6,7,8-tetrahydro-1,2,3,5,6-pentaazaacenaphthylene

6-benzyl-4-methanesulfonyl-2,6,7,8-tetrahydro-1,2,3,5,6-pentaazaacenaphthylene

8-benzyl-2-methylthio-5-oxo-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-4-yl-trifluoromethanesulfonate