4-(Chloromethyl)-2-methoxypyridine

Base Information

• Chemical Name: 4-(Chloromethyl)-2-methoxypyridine
• CAS No.: 355013-79-5
• Molecular Formula: C7H8ClNO
• Molecular Weight: 157.6
• Hs Code.: 2933399090
• European Community (EC) Number: 834-133-8
• DSSTox Substance ID: DTXSID70591697
• Wikidata: Q82485538
• Mol file: 355013-79-5.mol

Synonyms:4-(chloromethyl)-2-methoxypyridine;355013-79-5;4-CHLOROMETHYL-2-METHOXY-PYRIDINE;2-methoxy-pyridin-4-yl-methylchloride;Pyridine, 4-(chloromethyl)-2-methoxy-;SCHEMBL2224895;DTXSID70591697;SDOUAZHZDPGZHP-UHFFFAOYSA-N;MFCD10698167;AKOS010508895;SB36797;AS-41787;DA-06498;CS-0028279;EN300-117038;A874594

Chemical Property of 4-(Chloromethyl)-2-methoxypyridine

Chemical Property:

• PSA: 22.12000
• 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:

97% ^*data from raw suppliers

4-Chloromethyl-2-methoxy-pyridine 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=CC(=C1)CCl

Technology Process of 4-(Chloromethyl)-2-methoxypyridine

There total 4 articles about 4-(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: 80.0%

2-methoxy-4-(hydroxymethyl)-pyridine (123148-66-3) → 4-(chloromethyl)-2-methoxypyridine (355013-79-5)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

methyl 2-chloroisonicotinate (58481-11-1) → 4-(chloromethyl)-2-methoxypyridine (355013-79-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,4-dioxane / 26 h / Reflux

2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

3: thionyl chloride / 2.25 h / 0 °C

With lithium aluminium tetrahydride; thionyl chloride; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/j.bmc.2012.06.049

Reference yield:

methyl 2-methoxyisonicotinate (26156-51-4) → 4-(chloromethyl)-2-methoxypyridine (355013-79-5)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

2: thionyl chloride / 2.25 h / 0 °C

With lithium aluminium tetrahydride; thionyl chloride; In tetrahydrofuran;

DOI:10.1016/j.bmc.2012.06.049

upstream raw materials:

2-methoxy-4-(hydroxymethyl)-pyridine

methyl 2-chloroisonicotinate

methyl 2-methoxyisonicotinate

2-methoxy-isonicotinic acid

Downstream raw materials:

2-(2-methoxypyridin-4-yl)ethylamine

2-(4-bromo-3-fluorophenyl)-N-[2-(2-methoxypyridin-4-yl)ethyl]-6-methylpyrimidin-4-amine

C₁₈H₁₆BrFN₄O

2-(4-bromo-2,5-difluorophenyl)-N-[2-(2-methoxypyridin-4-yl)ethyl]-6-methylpyrimidin-4-amine

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