Methyl 3-(6-(4-(4-acetylaminophenyl-2,3,5,6-D₄)-6-amino-5-cyanopyrimidin-2-ylthiomethyl)pyridin-2-yl)propionate

Base Information

• Chemical Name: Methyl 3-(6-(4-(4-acetylaminophenyl-2,3,5,6-D₄)-6-amino-5-cyanopyrimidin-2-ylthiomethyl)pyridin-2-yl)propionate
• CAS No.: 1239708-53-2
• Molecular Formula: C₂₃H₂₂N₆O₃S
• Molecular Weight: 466.5

Synonyms:Methyl 3-(6-(4-(4-acetylaminophenyl-2,3,5,6-D₄)-6-amino-5-cyanopyrimidin-2-ylthiomethyl)pyridin-2-yl)propionate

Chemical Property of Methyl 3-(6-(4-(4-acetylaminophenyl-2,3,5,6-D₄)-6-amino-5-cyanopyrimidin-2-ylthiomethyl)pyridin-2-yl)propionate

Chemical Property:

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Technology Process of Methyl 3-(6-(4-(4-acetylaminophenyl-2,3,5,6-D₄)-6-amino-5-cyanopyrimidin-2-ylthiomethyl)pyridin-2-yl)propionate

There total 12 articles about Methyl 3-(6-(4-(4-acetylaminophenyl-2,3,5,6-D₄)-6-amino-5-cyanopyrimidin-2-ylthiomethyl)pyridin-2-yl)propionate 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:

methyl 3-(6-methanesulfonyloxymethylpyridin-2-yl)propionate (1239708-41-8) + N-(4-(6-Amino-5-cyano-2-mercapto-3,4-dihydropyrimidin-4-yl)phenyl-2,3,5,6-D4)acetamide (1239708-52-1) → Methyl 3-(6-(4-(4-acetylaminophenyl-2,3,5,6-D4)-6-amino-5-cyanopyrimidin-2-ylthiomethyl)pyridin-2-yl)propionate (1239708-53-2)

Guidance literature:

methyl 3-(6-methanesulfonyloxymethylpyridin-2-yl)propionate; N-(4-(6-Amino-5-cyano-2-mercapto-3,4-dihydropyrimidin-4-yl)phenyl-2,3,5,6-D₄)acetamide; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

With N-Bromosuccinimide; In N,N-dimethyl-formamide; for 1h;

Reference yield:

2-bromo-6-(hydroxymethyl)pyridine (33674-96-3) → Methyl 3-(6-(4-(4-acetylaminophenyl-2,3,5,6-D4)-6-amino-5-cyanopyrimidin-2-ylthiomethyl)pyridin-2-yl)propionate (1239708-53-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tetrabutyl-ammonium chloride; sodium hydrogencarbonate / palladium diacetate / N,N-dimethyl-formamide / 5 h / 80 °C / Molecular sieve; Inert atmosphere

2.1: hydrogen / 5%-palladium/activated carbon / isopropyl alcohol / 2.5 h / 50 °C / 760.05 Torr

3.1: triethylamine / ethyl acetate / 0.67 h / Cooling with ice

4.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

4.2: 1 h

With tetrabutyl-ammonium chloride; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine; 5%-palladium/activated carbon; palladium diacetate; In ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

methyl 3-(6-hydroxymethylpyridin-2-yl)-trans-acrylate (868769-88-4) → Methyl 3-(6-(4-(4-acetylaminophenyl-2,3,5,6-D4)-6-amino-5-cyanopyrimidin-2-ylthiomethyl)pyridin-2-yl)propionate (1239708-53-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen / 5%-palladium/activated carbon / isopropyl alcohol / 2.5 h / 50 °C / 760.05 Torr

2.1: triethylamine / ethyl acetate / 0.67 h / Cooling with ice

3.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

3.2: 1 h

With hydrogen; potassium carbonate; triethylamine; 5%-palladium/activated carbon; In ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

methyl 3-(6-hydroxymethylpyridin-2-yl)propionate

methyl 3-(6-methanesulfonyloxymethylpyridin-2-yl)propionate

N-(4-(6-Amino-5-cyano-2-mercapto-3,4-dihydropyrimidin-4-yl)phenyl-2,3,5,6-D₄)acetamide

N-(4-(hydroxymethyl)phenyl-2,3,5,6-D₄)acetamide

Downstream raw materials:

3-(6-(4-(4-Acetylaminophenyl-2,3,5,6-D₄)-6-amino-5-cyano-pyrimidin-2-ylthiomethyl)pyridin-2-yl)propionic acid

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