59886-84-9

Basic information

• Product Name: (4-Chloro-3-methylpyridin-2-yl)methyl acetate
• Synonyms: (4-Chloro-3-methylpyridin-2-yl)methyl acetate;2-Acetoxymethyl-4-chloro-3-methylpyridine
• CAS NO: 59886-84-9
• Molecular Formula: C₉H₁₀ClNO₂
• Molecular Weight: 199.6342
• Mol File: 59886-84-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 263.5±35.0 °C(Predicted)
• Appearance: /
• Density: 1.219±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Solubility: Chlorofor, Dichloromethane
• PKA: 2.52±0.10(Predicted)
• CAS DataBase Reference: (4-Chloro-3-methylpyridin-2-yl)methyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (4-Chloro-3-methylpyridin-2-yl)methyl acetate(59886-84-9)
• EPA Substance Registry System: (4-Chloro-3-methylpyridin-2-yl)methyl acetate(59886-84-9)

Safety Data

• Hazardous Substances Data: 59886-84-9(Hazardous Substances Data)

Usage

Description

(4-Chloro-3-methylpyridin-2-yl)methyl acetate, also known as 2-Acetoxymethyl-4-chloro-3-methylpyridine, is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique chemical structure, which includes a chloro and methyl group on the pyridine ring, as well as an acetate ester functional group. (4-Chloro-3-methylpyridin-2-yl)methyl acetate plays a significant role in the development of new drugs and the improvement of existing ones.

Uses

Used in Pharmaceutical Industry:
(4-Chloro-3-methylpyridin-2-yl)methyl acetate is used as an intermediate in the synthesis of 4-Desmethoxypropoxyl-4-chloro Rabeprazole, which is a process impurity of Rabeprazole (R070500). Rabeprazole is a proton pump inhibitor (PPI) that is commonly used to treat conditions such as gastroesophageal reflux disease (GERD), peptic ulcers, and other acid-related disorders. The use of (4-Chloro-3-methylpyridin-2-yl)methyl acetate in the synthesis of Rabeprazole helps to improve the efficiency and effectiveness of the drug, ultimately benefiting patients who rely on this medication for relief from their symptoms.

Upstream product

• 59886-90-7 4-chloro-2,3-dimethylpyridine-N-oxide 
• 108-24-7 acetic anhydride 

Downstream Products

• 59886-85-0 2-hydroxymethyl-4-chloro-3-methylpyridine 
• 103312-62-5 2-[(4-chloro-3-methylpyridin-2-yl)methylsulfanyl]-1H-benzoimidazole 
• 168167-42-8 2-[(RS)-[(4-chloro-3-methylpyridin-2-yl)methyl]sulfinyl]-1H-benzimidazole 
• 152402-97-6 2-chloromethyl-4-chloro-3-methylpyridine hydrochloride 

Relevant articles and documents

[...] compound or its salt and its preparation and use

The invention relates to novel prazole compounds, salts thereof, and a preparation method and applications of the prazole compound. The novel prazole compounds all have a structural formula represented by the formula (I); wherein the R1 and R2 individually represent a C1-C6 alkyl group, and the X represents a hydrogen atom, an alkali metal atom like lithium, sodium or potassium, or an alkali earth metal atom like magnesium or calcium. The novel prazole compounds have better safety, and moreover the curative effect of the novel prazole compounds is prominently better than that of various conventional prazole compounds.

Identification and synthesis of potential impurities of rabeprazole sodium

Rabeprazole sodium (1, Achiphex) is a gastric proton pump inhibitor. It causes dose-dependent inhibition of acid secretion and is useful as an anti-ulcer agent. In the process for the preparation of 1, two potential unknown impurities were identified in HPLC at levels ranging from 0.05-0.8%. Based on mass spectral data vide LC-MS, the two impurities were characterized as 2-{[(4-chloro-3-methyl-2-pyridinyl) methyl] sulfinyl}-1H-bezimidazole (2, chloro analogue of rabeprazole) and 2-[{(4-methoxy-3-methyl-2-pyridinyl)methyl} sulfinyl]-1H-benzimidazole (3, methoxy analogue of rabeprazole). The structures were unambiguously established by independently synthesizing them and co-injecting in HPLC. To our knowledge, the compounds 2 and 3 have not been reported as process impurities elsewhere.