4-(2-aminophenylamino)-1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 4-(2-aminophenylamino)-1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester
• CAS No.: 945920-20-7
• Molecular Formula: C₂₀H₂₃N₃O₂
• Molecular Weight: 337.422
• Mol file: 945920-20-7.mol

Synonyms:4-(2-aminophenylamino)-1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester

Chemical Property of 4-(2-aminophenylamino)-1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-aminophenylamino)-1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester

There total 1 articles about 4-(2-aminophenylamino)-1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester 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: 83.0%

1-benzyl-4-oxo-piperidine-3-carboxylic acid methyl ester (57611-47-9) + 1,2-diamino-benzene (95-54-5) → 4-(2-aminophenylamino)-1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester (945920-20-7)

Guidance literature:

With acetic acid; In benzene; for 3h; Heating;

DOI:10.1055/s-2007-966037

Reference yield:

4-(2-aminophenylamino)-1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester (945920-20-7) + di-tert-butyl dicarbonate (24424-99-5) → C25H31N3O4

Guidance literature:

With dmap; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1055/s-2007-966037

Reference yield:

4-(2-aminophenylamino)-1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester (945920-20-7) → (+/-)-trans-1-benzyl-4-(3-ethyl-2-oxo-2,3-dihydrobenzoimidazol-1-yl)piperidine-3-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: DMAP / CH₂Cl₂ / 4 h / 0 °C

2: 264.9 g / TFA / CH₂Cl₂ / 8 h / 20 °C

3: 325.6 g / NaH / dimethylformamide / 0 - 20 °C

4: 61 percent / magnesium / methanol / Heating

With dmap; sodium hydride; magnesium; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-2007-966037

upstream raw materials:

1-benzyl-4-oxo-piperidine-3-carboxylic acid methyl ester

1,2-diamino-benzene

Downstream raw materials:

1-benzyl-4-(2-oxo-2,3-dihydrobenzoimidazol-1-yl)-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester

1-benzyl-4-(3-ethyl-2-oxo-2,3-dihydrobenzoimidazol-1-yl)-1,2,5,6-tetrahydropyridine-3-carboxylic acid methyl ester