3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-2,6-dimethyl-, dimethyl ester

Base Information

• Chemical Name: 3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-2,6-dimethyl-, dimethyl ester
• CAS No.: 130160-97-3
• Molecular Formula: C17H16ClNO4
• Molecular Weight: 333.771
• Mol file: 130160-97-3.mol

Synonyms:

Chemical Property of 3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-2,6-dimethyl-, dimethyl ester

Chemical Property:

• PSA: 65.49000
• LogP: 3.59200

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-2,6-dimethyl-, dimethyl ester

There total 4 articles about 3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-2,6-dimethyl-, dimethyl 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: 98.0%

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine (43067-01-2) → 2,6-dimethyl-4-(2'-chlorophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester (130160-97-3)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetone; for 0.166667h; Ambient temperature;

DOI:10.1055/s-1990-26982

Reference yield:

acetoacetic acid methyl ester (105-45-3) + 2-nitro-benzaldehyde (552-89-6) → 2,6-dimethyl-4-(2'-chlorophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester (130160-97-3) + nifedipine (67035-22-7)

Guidance literature:

With C₂₀H₂₀MoN₄O₅; ammonium acetate; dihydrogen peroxide; In water; at 60 ℃; for 4h; Reagent/catalyst; Green chemistry;

DOI:10.1039/c5ra24791h

Reference yield:

2-chloro-benzaldehyde (89-98-5) + acetoacetic acid methyl ester (105-45-3) → 3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine (43067-01-2) + 2,6-dimethyl-4-(2'-chlorophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester (130160-97-3)

Guidance literature:

With C₂₀H₂₀MoN₄O₅; ammonium acetate; dihydrogen peroxide; In water; at 40 ℃; for 4h; Reagent/catalyst; Green chemistry;

DOI:10.1039/c5ra24791h

upstream raw materials:

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine

2-chloro-benzaldehyde

acetoacetic acid methyl ester

2-nitro-benzaldehyde

Downstream raw materials:

Methyl 2,4-dimethyl-5-oxo-5H-<1>benzopyrano<3,4-c>pyridine-1-carboxylate

Refernces

• 1、 Litvic, Mladen,Regovic, Maja,Smic, Karolina,Lovric, Marija,Filipan-Litvic, Mirela. "Remarkably fast and selective aromatization of Hantzsch esters with MoOCl4 and MoCl5: A chemical model for possible biologically relevant properties of molybdenum-containing enzymes". experimental part. p. 3676 - 3681. Retrieved 2012/07/17.
• 2、 Filipan-Litvic, Mirela,Litvic, Mladen,Vinkovic, Vladimir. "A highly efficient biomimetic aromatization of Hantzsch-1,4-dihydropyridines with t-butylhydroperoxide, catalysed by iron(III) phthalocyanine chloride". experimental part. p. 9276 - 9282. Retrieved 2009/04/05.