(E)-methyl-2-(((6-chloro-5-formylpyrimidin-4-yl)(methyl)amino)methyl)-3-phenylacrylate

Base Information

• Chemical Name: (E)-methyl-2-(((6-chloro-5-formylpyrimidin-4-yl)(methyl)amino)methyl)-3-phenylacrylate
• CAS No.: 1373552-14-7
• Molecular Formula: C₁₇H₁₆ClN₃O₃
• Molecular Weight: 345.785
• Mol file: 1373552-14-7.mol

Synonyms:(E)-methyl-2-(((6-chloro-5-formylpyrimidin-4-yl)(methyl)amino)methyl)-3-phenylacrylate

Chemical Property of (E)-methyl-2-(((6-chloro-5-formylpyrimidin-4-yl)(methyl)amino)methyl)-3-phenylacrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-methyl-2-(((6-chloro-5-formylpyrimidin-4-yl)(methyl)amino)methyl)-3-phenylacrylate

There total 2 articles about (E)-methyl-2-(((6-chloro-5-formylpyrimidin-4-yl)(methyl)amino)methyl)-3-phenylacrylate 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: 99.0%

(E)-methyl-2-((methylamino)methyl)-3-phenylacrylate (1021167-64-5) + 2,6-dichloro-pyrimidine carbaldehyde (5305-40-8) → (E)-methyl-2-(((6-chloro-5-formylpyrimidin-4-yl)(methyl)amino)methyl)-3-phenylacrylate (1373552-14-7)

Guidance literature:

With triethylamine; In chloroform; at 0 - 5 ℃; for 0.5h;

DOI:10.1055/s-0031-1290333

Reference yield:

Methyl 3-acetoxy-2-methylene-3-phenylpropanoate (124957-36-4) → (E)-methyl-2-(((6-chloro-5-formylpyrimidin-4-yl)(methyl)amino)methyl)-3-phenylacrylate (1373552-14-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; ethanol / 0.5 h / 0 °C

2: triethylamine / chloroform / 0.5 h / 0 - 5 °C

With triethylamine; In tetrahydrofuran; ethanol; chloroform;

DOI:10.1055/s-0031-1290333

Reference yield: 76.0%

(E)-methyl-2-(((6-chloro-5-formylpyrimidin-4-yl)(methyl)amino)methyl)-3-phenylacrylate (1373552-14-7) → (E)-methyl 2-(((6-chloro-5-(hydroxymethyl)pyrimidin-4-yl)(methyl)amino)methyl)-3-phenylacrylate (1373552-18-1)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In ethanol; at 20 ℃;

DOI:10.1055/s-0031-1290333

upstream raw materials:

(E)-methyl-2-((methylamino)methyl)-3-phenylacrylate

2,6-dichloro-pyrimidine carbaldehyde

Methyl 3-acetoxy-2-methylene-3-phenylpropanoate

Downstream raw materials:

(E)-methyl 2-(((6-chloro-5-((methylamino)methyl)pyrimidin-4-yl)(methyl)amino)methyl)-3-phenylacrylate

(E)-methyl 2-(((6-chloro-5-(hydroxymethyl)pyrimidin-4-yl)(methyl)amino)methyl)-3-phenylacrylate