2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-3-(2-cyanoethoxycarbonyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

Base Information

• Chemical Name: 2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-3-(2-cyanoethoxycarbonyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine
• CAS No.: 103069-48-3
• Molecular Formula: C₂₁H₂₂ClN₅O₅
• Molecular Weight: 459.889
• Mol file: 103069-48-3.mol

Synonyms:2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-3-(2-cyanoethoxycarbonyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

Chemical Property of 2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-3-(2-cyanoethoxycarbonyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-3-(2-cyanoethoxycarbonyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

There total 1 articles about 2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-3-(2-cyanoethoxycarbonyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine 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: 41.0%

2-chloro-benzaldehyde (89-98-5) + methyl (E)-3-aminocrotonate (14205-39-1) + 2-cyanoethyl 4-(2-azidoethoxy)-3-oxobutanoate (103069-47-2) → 2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-3-(2-cyanoethoxycarbonyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (103069-48-3)

Guidance literature:

In ethanol; for 2h; Heating;

DOI:10.1021/jm00159a022

Reference yield: 74.0%

2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-3-(2-cyanoethoxycarbonyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (103069-48-3) → 2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (103069-49-4)

Guidance literature:

With sodium hydroxide; In diethylene glycol dimethyl ether; for 2h; Ambient temperature;

DOI:10.1021/jm00159a022

Reference yield:

2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-3-(2-cyanoethoxycarbonyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (103069-48-3) → amlodipine (103129-82-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / aq. NaOH / bis-(2-methoxy-ethyl) ether / 2 h / Ambient temperature

2: 1.) carbonyldiimidazole / 1.) CH₂Cl₂, reflux, 2.) THF, RT, 1 h

3: NaOEt / bis-(2-methoxy-ethyl) ether / 1 h / Heating

4: H₂ / 5percent Pd/CaCO₃ / ethanol / 775.7 Torr

With sodium hydroxide; hydrogen; sodium ethanolate; 1,1'-carbonyldiimidazole; Lindlar's catalyst; In ethanol; diethylene glycol dimethyl ether;

DOI:10.1021/jm00159a022

upstream raw materials:

2-chloro-benzaldehyde

methyl (E)-3-aminocrotonate

2-cyanoethyl 4-(2-azidoethoxy)-3-oxobutanoate

Downstream raw materials:

2-<(2-azidoethoxy)methyl>-4-(2-chlorophenyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine

2-<(2-azidoethoxy)methyl>-4(S)-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-1,4-dihydropyridine

(R)-2-[(2-aminoethoxy)methyl]4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methyl ester

amlodipine