Pyridine, 2-(chloromethyl)-4-methoxy-3-methyl-, hydrochloride

Base Information

• Chemical Name: Pyridine, 2-(chloromethyl)-4-methoxy-3-methyl-, hydrochloride
• CAS No.: 86604-74-2
• Molecular Formula: C8H10ClNO.ClH
• Molecular Weight: 208.087
• Hs Code.: 2933399990
• Mol file: 86604-74-2.mol

Synonyms:

Chemical Property of Pyridine, 2-(chloromethyl)-4-methoxy-3-methyl-, hydrochloride

Chemical Property:

• Vapor Pressure: 0.023mmHg at 25°C
• PSA: 22.12000
• LogP: 2.93940
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

2-Chloromethyl-4-methoxy-3-methylpyridineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A pyridine derivative used in the preparation of anti-ulcerative agents and other pharmaceutical compounds.

Technology Process of Pyridine, 2-(chloromethyl)-4-methoxy-3-methyl-, hydrochloride

There total 8 articles about Pyridine, 2-(chloromethyl)-4-methoxy-3-methyl-, hydrochloride 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%

2-hydroxymethyl-4-methoxy-3-methylpyridine (86604-77-5) → 2-chloromethyl-4-methoxy-3-methylpyridine hydrochloride (86604-74-2)

Guidance literature:

With thionyl chloride; In dichloromethane; for 2h;

DOI:10.1021/jm00025a008

Reference yield:

2,3-dimethyl-4-nitropyridine N-oxide (37699-43-7) → 2-chloromethyl-4-methoxy-3-methylpyridine hydrochloride (86604-74-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 80 percent / POCl₃ / CH₂Cl₂; dimethylformamide / 12 h / 25 °C

2.1: NaOH / dimethylsulfoxide / 1 h / 60 °C

2.2: 15 g / dimethylsulfoxide / 4 h / 60 °C

3.1: 5 h / 120 °C

4.1: NaOH / H₂O / 1 h / 25 °C

5.1: 90 percent / SOCl₂ / CH₂Cl₂ / 1 h / 25 °C

With sodium hydroxide; thionyl chloride; trichlorophosphate; In dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

4-methoxy-2,3-dimethylpyridine 1-oxide (102625-96-7) → 2-chloromethyl-4-methoxy-3-methylpyridine hydrochloride (86604-74-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 5 h / 120 °C

2: NaOH / H₂O / 1 h / 25 °C

3: 90 percent / SOCl₂ / CH₂Cl₂ / 1 h / 25 °C

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

upstream raw materials:

2-hydroxymethyl-4-methoxy-3-methylpyridine

2,3-dimethyl-4-nitropyridine N-oxide

4-chloro-2,3-dimethylpyridine-N-oxide

4-methoxy-2,3-dimethylpyridine 1-oxide

Downstream raw materials:

5-Difluoromethoxy-2-(4-methoxy-3-methyl-pyridin-2-ylmethylsulfanyl)-1H-benzoimidazole

5-difluoromethoxy-6-fluoro-2-[(4-methoxy-3-methyl-pyridin-2-yl)methylthio]-1H-benzimidazole

5-difluoromethoxy-6-methoxy-2-[(4-methoxy-3-methyl-pyridin-2-yl)methylthio]-1H-benzimidazole

2-[(4-methoxy-3-methyl-pyridin-2-yl)methylthio]-5-(2,2,2-trifluoroethoxy)-1H-benzimidazole

Refernces

• 1、 Pingili, R. Reddy,Jambula, M. Reddy,Ganta, M. Reddy,Ghanta, M. Reddy,Sajja,Sundaram,Boluggdu, V. Bhaskar. "Identification and synthesis of potential impurities of rabeprazole sodium". . p. 814 - 818. Retrieved 2007/10/03.
• 2、 Kohl,Sturm,Senn-Bilfinger,Simon,Kruger,Schaefer,Rainer,Figala,Klemm. "(H+,K+)-ATPase inhibiting 2-[(2-pyridylmethyl)sulfinyl]benzimidazoles. 4. A novel series of dimethoxypyridyl-substituted inhibitors with enhanced selectivity. The selection of pantoprazole as a clinical candidate". . p. 1049 - 1057. Retrieved 2007/10/02.