2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine

Base Information

• Chemical Name: 2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine
• CAS No.: 117977-20-5
• Molecular Formula: C11H16ClNO2
• Molecular Weight: 229.707
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60452642
• Nikkaji Number: J1.642.537K
• Wikidata: Q72454183
• Mol file: 117977-20-5.mol

Synonyms:117977-20-5;2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine;2-Chloromethyl-4-(3-methoxypropoxy)-3-methylpyridin;2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine;SCHEMBL1307697;2-Chloromethyl-4-(3-Methoxy Propoxy)-3-Methyl Pyridine;DTXSID60452642;AC-714;AKOS015891728;FT-0642882;EN300-105167;F19491;A803858;2-(chloromethyl)-4-(1-methoxypropoxy)-3-methyl-pyridine

Chemical Property of 2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Boiling Point: 328.161 °C at 760 mmHg
• PKA: 5.30±0.30(Predicted)
• Flash Point: 152.266 °C
• PSA: 31.35000
• Density: 1.112 g/cm³
• LogP: 2.54410
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 229.0869564
• Heavy Atom Count: 15
• Complexity: 169

Purity/Quality:

99% min ^*data from raw suppliers

2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CN=C1CCl)OCCCOC

Technology Process of 2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine

There total 5 articles about 2-(Chloromethyl)-4-(3-methoxypropoxy)-3-methylpyridine 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: 99.9%

2-hydroxymethyl-4-(3-methoxy propoxy)-3-methyl pyridine (118175-10-3) → 2-chloromethyl-4-(3-methoxy propyloxy)-3-methyl pyridine (117977-20-5)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 - 25 ℃; Product distribution / selectivity;

Reference yield:

[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methanol hydrochloride (675198-19-3) → 2-chloromethyl-4-(3-methoxy propyloxy)-3-methyl pyridine (117977-20-5)

Guidance literature:

With thionyl chloride; In dichloromethane; at -10 - -5 ℃;

Reference yield:

2,3-dimethyl-4-(3-methoxypropoxy)pyridine nitroxide (117977-18-1) → 2-chloromethyl-4-(3-methoxy propyloxy)-3-methyl pyridine (117977-20-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 6.5 h / 0 - 90 °C / Inert atmosphere

2: sodium hydroxide; ethanol / 2 h / 20 - 55 °C / Inert atmosphere

3: thionyl chloride / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With thionyl chloride; ethanol; sodium hydroxide; In dichloromethane;

DOI:10.1039/c8gc03072c

upstream raw materials:

2-hydroxymethyl-4-(3-methoxy propoxy)-3-methyl pyridine

[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methanol hydrochloride

2,3-dimethyl-4-(3-methoxypropoxy)pyridine nitroxide

Downstream raw materials:

Rabeprazole sodium

rabeprazole

C₅₁H₄₅N₇O₂S

Refernces

• 1、 Wang, Dong,Liu, Zhenlin,Wang, Zhentao,Ma, Xinyue,Yu, Peng. "Metal- and base-free regioselective thiolation of the methyl C(sp3)-H bond in 2-picoline: N -oxides". supporting information. p. 157 - 163. Retrieved 2019/01/11.
• 2、 -. "PROCESS FOR PREPARATION OF PYRIDINYLMETHYLSULPHINYL BENZIMIDAZOLE COMPOUNDS AND PYRIDINE INTERMEDIATES". Page/Page column 13. . Retrieved 2009/10/22.