Etoricoxib impurity Q

Base Information

• Chemical Name: Etoricoxib impurity Q
• CAS No.: 292067-97-1
• Molecular Formula: C18H15ClN2S
• Molecular Weight: 326.849
• Mol file: 292067-97-1.mol

Synonyms:5-chloro-6'-methyl-3-[4-(methylthio)phenyl]-2,3'-bipyridine;5-chloro-3-(4-(methylthio)phenyl)-2-(2-methyl-5-pyridinyl)pyridine;5-chloro-3-(4-methylthiophenyl)-6'-methyl-[2,3']bipyridine;

Chemical Property of Etoricoxib impurity Q

Chemical Property:

• PSA: 51.08000
• LogP: 5.49430

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Etoricoxib impurity Q

There total 13 articles about Etoricoxib impurity Q 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: 94.0%

(2Z,4Z)-4-Chloro-5-dimethylamino-1-(6-methyl-pyridin-3-yl)-2-(4-methylsulfanyl-phenyl)-penta-2,4-dien-1-one → 5-chloro-3-(4-methylsulphonyl)phenyl-2-(2-methyl-5-pyridinyl)pyridine (292067-97-1)

Guidance literature:

With ammonium hydroxide; In water;

DOI:10.1002/anie.201906080

Reference yield: 74.0%

vinamidinium hexafluorophosphate + 1-(6-methyl-3-pyridinyl)-2-[4-(methyl sulfide)phenyl]ethanone (221615-72-1) → 5-chloro-3-(4-methylsulphonyl)phenyl-2-(2-methyl-5-pyridinyl)pyridine (292067-97-1)

Guidance literature:

1-(6-methyl-3-pyridinyl)-2-[4-(methyl sulfide)phenyl]ethanone; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃;

vinamidinium hexafluorophosphate; With acetic acid; trifluoroacetic acid; at 20 ℃;

With ammonium hydroxide; for 6h; Heating;

DOI:10.1016/j.bmcl.2005.06.080

Reference yield: 68.0%

1-(6-methyl-3-pyridinyl)-2-[4-(methyl sulfide)phenyl]ethanone (221615-72-1) + 2-chloromalonaldehyde (50704-42-2) → 5-chloro-3-(4-methylsulphonyl)phenyl-2-(2-methyl-5-pyridinyl)pyridine (292067-97-1)

Guidance literature:

With ammonium acetate; propionic acid; at 130 ℃; for 16h; Temperature; Reagent/catalyst;

upstream raw materials:

1-(6-methyl-3-pyridinyl)-2-[4-(methyl sulfide)phenyl]ethanone

2,5-dichloro-3-[4-(methylthio)phenyl]pyridine

5-trimethylstannanyl-2-methylpyridine

5-chloro-2-hydroxy-3-[4-(methylthio)phenyl]pyridine

Downstream raw materials:

etoricoxib

5-chloro-3-(4-methylthiophenyl)-6'-methyl-[2,3']bipyridine hydrochloride

thiobutyric acid S-[4-(5-chloro-6'-methyl-[2,3']bipyridinyl-3-yl)phenyl] ester

Refernces

• 1、 -. "PROCESS FOR CYCLOOXYGENASE-2 SELECTIVE INHIBITOR". Paragraph 0081; 0082. . Retrieved 2013/09/26.
• 2、 -. "A PROCESS FOR CYCLOOXYGENASE-2 SELECTIVE INHIBITOR". Page/Page column 16-17. . Retrieved 2012/06/01.