5-(Chloromethyl)-2-methoxypyridine

Base Information

• Chemical Name: 5-(Chloromethyl)-2-methoxypyridine
• CAS No.: 101990-70-9
• Molecular Formula: C7H8ClNO
• Molecular Weight: 157.6
• Hs Code.: 2933399090
• European Community (EC) Number: 834-736-6
• DSSTox Substance ID: DTXSID70548444
• Wikidata: Q72454193
• Mol file: 101990-70-9.mol

Synonyms:5-(CHLOROMETHYL)-2-METHOXYPYRIDINE;101990-70-9;Pyridine, 5-(chloromethyl)-2-methoxy-;5-chloromethyl-2-methoxypyridine;5-(CHLOROMERTHYL)-2-METHOXY PYRIDINE;SCHEMBL248031;3-chloromethyl-6-methoxypyridine;DTXSID70548444;5-chloromethyl-2-methoxy-pyridine;YNCJGPOTUFPVTB-UHFFFAOYSA-N;AMY23099;5-(Chloromerthyl)-2-methoxypyridine;5-(chloromethyl)-2-methoxy pyridine;MFCD10697570;AKOS010508893;AB59945;BS-13299;CS-0137788;EN300-86321;A850913;J-516316

Chemical Property of 5-(Chloromethyl)-2-methoxypyridine

Chemical Property:

• Vapor Pressure: 0.0742mmHg at 25°C
• Boiling Point: 236.1oC at 760 mmHg
• PKA: 2.62±0.10(Predicted)
• Flash Point: 96.6oC
• PSA: 22.12000
• Density: 1.173g/cm3
• LogP: 1.82900
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 157.0294416
• Heavy Atom Count: 10
• Complexity: 99.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-(Chloromethyl)-2-methoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=C(C=C1)CCl
• Uses: 5-(Chloromethyl)-2-methoxypyridine is used in preparation of pyrazolopyridine compounds as RET kinase inhibitor for treatment of RET-related diseases.

Technology Process of 5-(Chloromethyl)-2-methoxypyridine

There total 6 articles about 5-(Chloromethyl)-2-methoxypyridine 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%

(6-methoxypyridin-3-yl)methanol (58584-63-7) → 2-methoxy-5-pyridylmethyl chloride (101990-70-9)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 74.0%

6-methoxy-3-pyridinecarboxaldehyde (65873-72-5) → 2-methoxy-5-pyridylmethyl chloride (101990-70-9)

Guidance literature:

6-methoxy-3-pyridinecarboxaldehyde; With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h;

With ammonium chloride; In methanol; water;

Reference yield:

6-methoxy-nicotinic acid methyl ester (26218-80-4) → 2-methoxy-5-pyridylmethyl chloride (101990-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / -10 - 20 °C

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

With lithium aluminium tetrahydride; thionyl chloride; In tetrahydrofuran; dichloromethane;

upstream raw materials:

6-hydroxy-3-pyridinecarboxylic acid

6-methoxynicotinic acid

(6-methoxypyridin-3-yl)methanol

6-methoxy-3-pyridinecarboxaldehyde

Downstream raw materials:

methyl 1-((6-methoxypyridin-3-yl)methyl)-1H-indole-6-carboxylate

Refernces

• 1、 Whitehouse, Andrew J.,Thomas, Sherine E.,Brown, Karen P.,Fanourakis, Alexander,Chan, Daniel S.-H.,Libardo, M. Daben J.,Mendes, Vitor,Boshoff, Helena I. M.,Floto, R. Andres,Abell, Chris,Blundell, Tom L.,Coyne, Anthony G.. "Development of inhibitors against mycobacterium abscessus tRNA (m1G37) Methyltransferase (TrmD) Using Fragment-Based Approaches". supporting information. p. 7210 - 7232. Retrieved 2019/08/20.
• 2、 Huang, Qi,Zard, Samir Z.. "Modular Route to Azaindanes". supporting information. p. 3895 - 3898. Retrieved 2017/07/26.