2-Acetoxymethyl-3,4-dimethoxypyridine

Base Information

• Chemical Name: 2-Acetoxymethyl-3,4-dimethoxypyridine
• CAS No.: 102625-99-0
• Molecular Formula: C10H13NO4
• Molecular Weight: 211.218
• European Community (EC) Number: 600-332-1
• DSSTox Substance ID: DTXSID401253806
• Mol file: 102625-99-0.mol

Synonyms:102625-99-0;2-acetoxymethyl-3,4-dimethoxypyridine;(3,4-dimethoxypyridin-2-yl)methyl Acetate;2-Pyridinemethanol, 3,4-dimethoxy-, 2-acetate;3,4-Dimethoxy-2-pyridinemethanol 2-Acetate;SCHEMBL9687356;LALICKMKNTYIDF-UHFFFAOYSA-N;DTXSID401253806;(3,4-dimethoxypyridin-2-yl)methylAcetate;C14025

Chemical Property of 2-Acetoxymethyl-3,4-dimethoxypyridine

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Boiling Point: 279.4±35.0 °C(Predicted)
• PKA: 4.83±0.10(Predicted)
• PSA: 57.65000
• Density: 1.151±0.06 g/cm3(Predicted)
• LogP: 1.16190
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 211.08445790
• Heavy Atom Count: 15
• Complexity: 210

Purity/Quality:

98% ^*data from raw suppliers

3,4-Dimethoxy-2-pyridinemethanol2-Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1=NC=CC(=C1OC)OC
• Uses: 3,4-Dimethoxy-2-pyridinemethanol 2-Acetate acts as a reagents in the synthesis of (pyridinylmethyl)piperazinyl-substituted dibenzothiazepines and (azabenzimidazolylthio)alkoxy-substituted dihydroquinolinones for pharmaceuticals purposes like schizophrenia. Also a synthetic intermediate or impurity from the synthesis of pantoprazole (P183000) which is an antiulcerative and gastric pump inhibitor.

Technology Process of 2-Acetoxymethyl-3,4-dimethoxypyridine

There total 10 articles about 2-Acetoxymethyl-3,4-dimethoxypyridine 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:

3,4-dimethoxy-2-methylpyridine N-oxide ? (72830-07-0) → 2-acetoxymethyl-3,4-dimethoxypyridine (102625-99-0)

Guidance literature:

With acetic anhydride;

Reference yield:

acetic anhydride (108-24-7) + 3,4-dimethoxy-2-methylpyridine N-oxide ? (72830-07-0) → 2-acetoxymethyl-3,4-dimethoxypyridine (102625-99-0)

Guidance literature:

at 90 ℃; for 2h;

DOI:10.1021/jm00084a010

Reference yield:

3-methoxy-2-methylpyridin-4(1H)-one (76015-11-7) → 2-acetoxymethyl-3,4-dimethoxypyridine (102625-99-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / POCl₃ / 10 h / Heating

2: NaOMe / 10 h / Heating

3: 98 percent / 84percent m-CPBA / CH₂Cl₂ / 4 h / Ambient temperature

4: 4 h / 100 °C

With sodium methylate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In dichloromethane;

DOI:10.1021/jm00025a008

upstream raw materials:

acetic anhydride

3,4-dimethoxy-2-methylpyridine N-oxide ?

Maltol

3-methoxy-2-methyl-4-pyrone

Downstream raw materials:

2-hydroxymethyl-3,4-dimethoxypyridine

2-Chloromethyl-3,4-dimethoxy-pyridine; hydrochloride

pantoprazole sulfide

5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole