3-(Chloromethyl)-2-methylpyridine

Base Information

• Chemical Name: 3-(Chloromethyl)-2-methylpyridine
• CAS No.: 120277-68-1
• Molecular Formula: C7H8 Cl N
• Molecular Weight: 141.6
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40482088
• Wikidata: Q72454280
• Mol file: 120277-68-1.mol

Synonyms:3-(CHLOROMETHYL)-2-METHYLPYRIDINE;120277-68-1;3-Chloromethyl-2-methyl-pyridine;SCHEMBL738256;2-methyl-3-chloromethylpyridine;3-chloromethyl-2-methylpyridine;DTXSID40482088;DYINCOADXUUIHA-UHFFFAOYSA-N;2-Methyl-3-(chloromethyl)pyridine;MFCD10697614;AKOS006336816;PB28159;AS-50727;Pyridine,3-(chloromethyl)-2-methyl-(9ci);CS-0051707;FT-0734322;3-(Chloromethyl)-2-methylpyridine, AldrichCPR;EN300-217158;P10970

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

Chemical Property:

• Vapor Pressure: 0.176mmHg at 25°C
• Refractive Index: 1.527
• Boiling Point: 219.521ºC at 760 mmHg
• Flash Point: 107.422ºC
• PSA: 12.89000
• Density: 1.118g/cm3
• LogP: 2.12880
• Storage Temp.: 2-8°C
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 141.0345270
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

97% ^*data from raw suppliers

3-(Chloromethyl)-2-methylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=N1)CCl
• Uses: 3-(ChloroMethyl)-2-Methylpyridine is used in the preparation of Oxytocin antagonists and inhibitors of aggrecanase and MMP-13.

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

There total 5 articles about 3-(Chloromethyl)-2-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: 85.0%

(2-methylpyridin-3-yl)methanol (56826-61-0) → 2-methyl-3-(chloromethyl)pyridine (120277-68-1)

Guidance literature:

(2-methylpyridin-3-yl)methanol; With thionyl chloride; at 0 ℃; for 3h; Heating / reflux;

With sodium hydrogencarbonate; In water;

Reference yield:

ethyl 2-methyl nicotinate (1721-26-2) → 2-methyl-3-(chloromethyl)pyridine (120277-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / DIBAL / tetrahydrofuran / 18 h / Ambient temperature

2: 74 percent / thionyl chloride / CH₂Cl₂ / 4 h / Ambient temperature

With thionyl chloride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm9800797

Reference yield:

2-methylnicotinaldehyde (60032-57-7) → 2-methyl-3-(chloromethyl)pyridine (120277-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 10 h / 0 - 20 °C

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

With thionyl chloride; sodium tris(acetoxy)borohydride; In dichloromethane; 1,2-dichloro-ethane;

upstream raw materials:

(2-methylpyridin-3-yl)methanol

ethyl 2-methyl nicotinate

2-methylnicotinaldehyde

methyl 2-methylnicotinate

Downstream raw materials:

ethyl 2-(4-((2-methylpyridin-3-yl)methoxy)phenyl)acetate

C₃₀H₃₁N₃O

C₃₁H₃₂N₂O₂

C₃₀H₂₉ClN₂O₂