5-(cyanoethoxycarbonyl)-1-{N-[3-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)propyl]carboxamido}-4-methyl-6-(4-nitrophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine

Base Information

• Chemical Name: 5-(cyanoethoxycarbonyl)-1-{N-[3-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)propyl]carboxamido}-4-methyl-6-(4-nitrophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine
• CAS No.: 251930-34-4
• Molecular Formula: C₃₂H₃₆N₆O₈
• Molecular Weight: 632.673
• Mol file: 251930-34-4.mol

Synonyms:5-(cyanoethoxycarbonyl)-1-{N-[3-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)propyl]carboxamido}-4-methyl-6-(4-nitrophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine

Chemical Property of 5-(cyanoethoxycarbonyl)-1-{N-[3-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)propyl]carboxamido}-4-methyl-6-(4-nitrophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(cyanoethoxycarbonyl)-1-{N-[3-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)propyl]carboxamido}-4-methyl-6-(4-nitrophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine

There total 4 articles about 5-(cyanoethoxycarbonyl)-1-{N-[3-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)propyl]carboxamido}-4-methyl-6-(4-nitrophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine 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: 70.0%

2-methoxy-1-[3-(4-methoxycarbonyl-4-phenyl-piperidin-1-yl)-propylcarbamoyl]-4-methyl-6-(4-nitro-phenyl)-1,6-dihydro-pyrimidine-5-carboxylic acid 2-cyano-ethyl ester → 5-(cyanoethoxycarbonyl)-1-{N-[3-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)propyl]carboxamido}-4-methyl-6-(4-nitrophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine (251930-34-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/jm990200p

Reference yield:

4-(4-nitrophenyl)-3-(2-cyanoethoxy)carbonyl-3-buten-2-one (166809-85-4) → 5-(cyanoethoxycarbonyl)-1-{N-[3-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)propyl]carboxamido}-4-methyl-6-(4-nitrophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine (251930-34-4)

Guidance literature:

Multi-step reaction with 4 steps

1: NaHCO₃ / ethanol / 5 h / 85 - 90 °C

2: 68 percent / aq. NaHCO₃ / CH₂Cl₂ / 10 h / 20 °C

3: K₂CO₃ / tetrahydrofuran / 1 h / 20 °C

4: 70 percent / 3N HCl / tetrahydrofuran / 2 h / 20 °C

With hydrogenchloride; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; ethanol; dichloromethane; 1: Condensation / 2: Carboxylation / 3: Condensation / 4: Demethylation;

DOI:10.1021/jm990200p

Reference yield:

2-methoxy-6-methyl-4-(4-nitro-phenyl)-1,4-dihydro-pyrimidine-5-carboxylic acid 2-cyano-ethyl ester (251930-31-1) → 5-(cyanoethoxycarbonyl)-1-{N-[3-(4-methoxycarbonyl-4-phenylpiperidin-1-yl)propyl]carboxamido}-4-methyl-6-(4-nitrophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine (251930-34-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / aq. NaHCO₃ / CH₂Cl₂ / 10 h / 20 °C

2: K₂CO₃ / tetrahydrofuran / 1 h / 20 °C

3: 70 percent / 3N HCl / tetrahydrofuran / 2 h / 20 °C

With hydrogenchloride; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; dichloromethane; 1: Carboxylation / 2: Condensation / 3: Demethylation;

DOI:10.1021/jm990200p

upstream raw materials:

4-(4-nitrophenyl)-3-(2-cyanoethoxy)carbonyl-3-buten-2-one

2-methoxy-6-methyl-4-(4-nitro-phenyl)-1,4-dihydro-pyrimidine-5-carboxylic acid 2-cyano-ethyl ester

5-(2-cyanoethoxycarbonyl)-1,6-dihydro-2-methoxy-4-methyl-6-(4-nitrophenyl)-1-[(4-nitrophenyloxy)carbonyl]pyrimidine

Downstream raw materials:

3-[3-(4-methoxycarbonyl-4-phenyl-piperidin-1-yl)-propylcarbamoyl]-6-methyl-4-(4-nitro-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid