Dimethyl 4-(2-aminophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Base Information

• Chemical Name: Dimethyl 4-(2-aminophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS No.: 21889-33-8
• Molecular Formula: C17H20 N2 O4
• Molecular Weight: 316.357
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80176292
• Nikkaji Number: J509.707J
• ChEMBL ID: CHEMBL67623
• Mol file: 21889-33-8.mol

Synonyms:3,5-bis(methoxycarbonyl)-2,6,-dimethyl-4-(2-aminophenyl)-1,4-dihydropyridine;BMCDAPP

Chemical Property of Dimethyl 4-(2-aminophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Chemical Property:

• Vapor Pressure: 1.7E-08mmHg at 25°C
• Melting Point: 179-181°C
• Boiling Point: 455.8°Cat760mmHg
• Flash Point: 229.5°C
• PSA: 90.65000
• Density: 1.204g/cm³
• LogP: 2.75960
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 316.14230712
• Heavy Atom Count: 23
• Complexity: 527

Purity/Quality:

98% ^*data from raw suppliers

Dimethyl1,4-Dihydro-2,6-dimethyl-4-(2’-aminophenyl)-pyridine-3,5-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(C(=C(N1)C)C(=O)OC)C2=CC=CC=C2N)C(=O)OC
• Uses: Dimethyl 1,4-Dihydro-2,6-dimethyl-4-(2’-aminophenyl)-pyridine-3,5-dicarboxylate (cas# 21889-33-8) is a compound useful in organic synthesis.

Technology Process of Dimethyl 4-(2-aminophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

There total 3 articles about Dimethyl 4-(2-aminophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 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: 85.0%

acetoacetic acid methyl ester (105-45-3) + o-aminobenzaldehyde (529-23-7) → 2,6-dimethyl-3,5-bis(methoxycarbonyl)-4-(2-aminophenyl)-1,4-dihydropyridine (21889-33-8)

Guidance literature:

With ammonia; In methanol; Heating;

DOI:10.1021/jm00119a009

Reference yield: 59.0%

nifedipine (21829-25-4) → 2,6-dimethyl-3,5-bis(methoxycarbonyl)-4-(2-aminophenyl)-1,4-dihydropyridine (21889-33-8)

Guidance literature:

With hydrogen; nickel; In tetrahydrofuran; at 20 ℃; under 1140 - 1520 Torr;

DOI:10.1007/BF02218711

Reference yield:

→ 2,6-dimethyl-3,5-bis(methoxycarbonyl)-4-(2-aminophenyl)-1,4-dihydropyridine (21889-33-8)

Guidance literature:

entspr. Nitro-Verb., H2, (Ni);

upstream raw materials:

acetoacetic acid methyl ester

o-aminobenzaldehyde

nifedipine