2-(Chloromethyl)-4-methoxy-3,5-dimethylpyridine

Base Information

• Chemical Name: 2-(Chloromethyl)-4-methoxy-3,5-dimethylpyridine
• CAS No.: 84006-10-0
• Molecular Formula: C9H12ClNO
• Molecular Weight: 185.653
• Hs Code.: 2933399090
• UNII: NH3A66X6A6
• DSSTox Substance ID: DTXSID70356147
• Nikkaji Number: J1.569.412B
• Wikidata: Q72453909
• Mol file: 84006-10-0.mol

Synonyms:2-(Chloromethyl)-4-methoxy-3,5-dimethylpyridine;84006-10-0;2-Chloromethyl-3,5-dimethyl-4-methoxypyridine;2-(Chloromethyl)-3,5-dimethyl-4-methoxypyridine;Pyridine, 2-(chloromethyl)-4-methoxy-3,5-dimethyl-;NH3A66X6A6;2-chloromethyl-4-methoxy-3,5-dimethyl-pyridine;METHYLBRASSIDATE;UNII-NH3A66X6A6;2-(chloromethyl)-4-methoxy-3, 5-dimethylpyridine;SCHEMBL1160150;DTXSID70356147;MFCD03265239;STK501313;AKOS000321191;SB53801;2-chloromethyl-4-methoxy-3,5-lutidine;AS-75978;BB 0262067;FT-0611964;EN300-57759;2-chloromethyl-4-methoxy-3,5-dimethylpyridine;3,5-dimethyl-4-methoxy-2-chloromethylpyridine;2-chloromethyl-3,5-dimethyl-4-methoxy-pyridine;3,5-dimethyl-4-methoxy-2-pyridylmethyl chloride;AN-668/25055009

Chemical Property of 2-(Chloromethyl)-4-methoxy-3,5-dimethylpyridine

Chemical Property:

• Vapor Pressure: 0.0103mmHg at 25°C
• Boiling Point: 272.2 °C at 760 mmHg
• PKA: 5.56±0.40(Predicted)
• Flash Point: 118.4 °C
• PSA: 22.12000
• Density: 1.112 g/cm³
• LogP: 2.44580
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 185.0607417
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

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

2-(Chloromethyl)-4-methoxy-3,5-dimethylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34:Causes burns.
• Hazard Codes: R34:Causes burns.
• Statements: R34:Causes burns.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C(=C1OC)C)CCl
• Uses: 2-(Chloromethyl)-4-methoxy-3,5-dimethylpyridine is an intermediate in the synthesis of Omeprazole (O635000), an antiulcer agent.

Technology Process of 2-(Chloromethyl)-4-methoxy-3,5-dimethylpyridine

There total 4 articles about 2-(Chloromethyl)-4-methoxy-3,5-dimethylpyridine 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: 90.3%

(4-methoxy-3,5-dimethylpyridin-2-yl)methanol (86604-78-6) → (chloromethyl)-4-methoxy-3,5-dimethylpyridine (84006-10-0)

Guidance literature:

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

DOI:10.1016/j.ejmech.2019.112027

Reference yield: 87.3%

4-methoxy-2,3,5-trimethylpyridine (109371-19-9) → (chloromethyl)-4-methoxy-3,5-dimethylpyridine (84006-10-0)

Guidance literature:

With trichloroisocyanuric acid; In chloroform; at 50 ℃; for 4h;

Reference yield:

4-methoxy-2,3,5-trimethylpyridine 1-oxide (86604-80-0) → (chloromethyl)-4-methoxy-3,5-dimethylpyridine (84006-10-0)

Guidance literature:

4-methoxy-2,3,5-trimethylpyridine 1-oxide; With p-toluenesulfonyl chloride; In dichloromethane; at 40 ℃; for 2h;

With triethylamine; In dichloromethane; at 40 ℃; for 3h;

DOI:10.1081/SCC-120003612

upstream raw materials:

(4-methoxy-3,5-dimethylpyridin-2-yl)methanol

4-methoxy-2,3,5-trimethylpyridine 1-oxide

(4-methoxy-3,5-dimethyl-pyridin-2-yl)methyl acetate

4-methoxy-2,3,5-trimethylpyridine

Downstream raw materials:

2-(4-Methoxy-3,5-dimethyl-pyridin-2-ylmethylsulfanyl)-6-phenyl-3H-thieno[3,4-d]imidazole

2-(4-Methoxy-3,5-dimethyl-pyridin-2-ylmethylsulfanyl)-6-(4-methoxy-phenyl)-3H-thieno[3,4-d]imidazole

C₄₉H₄₁N₇OS

2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole

Refernces

• 1、 -. "Preparation method of omeprazole midbody". . . Retrieved 2019/10/22.
• 2、 Rane,Pathak,Kaushik,Prasad Rao,Kumar, Ashok. "A practical one pot synthesis of 2-[2-(pridylmethyl)-thio]-1H-benzimidazoles". . p. 1211 - 1217. Retrieved 2007/10/03.