1(2H)-Pyridinecarboxylic acid, 4-(4-chlorophenyl)-3,6-dihydro-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1(2H)-Pyridinecarboxylic acid, 4-(4-chlorophenyl)-3,6-dihydro-, 1,1-dimethylethyl ester
• CAS No.: 138647-50-4
• Molecular Formula: C16H20ClNO2
• Molecular Weight: 293.793
• Mol file: 138647-50-4.mol

Synonyms:tert-butyl-4-(4-chlorophenyl)-5,6-dihydropyridine-1(2H)-carboxylate;tert-butyl 4-(4-chlorophenyl)-1,2,3,6-tetrahydro-pyridine-1-carboxylate;tert-butyl 4-(4-chlorophenyl)-5,6-dihydropyridine-1(2H)-carboxylate;4-(4-chloro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester;4-(4-chlorophenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester;

Chemical Property of 1(2H)-Pyridinecarboxylic acid, 4-(4-chlorophenyl)-3,6-dihydro-, 1,1-dimethylethyl ester

Chemical Property:

• PSA: 29.54000
• LogP: 4.30210

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1(2H)-Pyridinecarboxylic acid, 4-(4-chlorophenyl)-3,6-dihydro-, 1,1-dimethylethyl ester

There total 15 articles about 1(2H)-Pyridinecarboxylic acid, 4-(4-chlorophenyl)-3,6-dihydro-, 1,1-dimethylethyl 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: 100.0%

tert-butyldicarbonate (34619-03-9) + 4-(4-chlorophenyl)-1,2,3,6-tetrahydropyridine hydrochloride (51304-61-1) → 4-(4-Chloro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-50-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 14h;

Reference yield: 100.0%

4-tributylstannanyl-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (208465-07-0) + bromochlorobenzene (106-39-8) → 4-(4-Chloro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-50-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 120 ℃; for 17h;

DOI:10.1016/j.ejmech.2013.12.056

Reference yield: 95.0%

4-Chlorophenylboronic acid (1679-18-1) + 4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-49-1) → 4-(4-Chloro-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-50-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium hydrogencarbonate; In tetrahydrofuran; for 2h; Reflux;

DOI:10.1039/c6ob01248e

upstream raw materials:

4-Chlorophenylboronic acid

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

4-(4-chloro-phenyl)-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester

N-tert-butyloxycarbonylpiperidin-4-one

Downstream raw materials:

4-(4-chlorophenyl)-1,2,3,6-tetrahydropyridine

4-(4-chloro-phenyl)-3,6-dihydro-2H-pyridine-1-sulfonyl chloride