4-Hydroxy-2,3-dimethoxypyridine

Base Information

• Chemical Name: 4-Hydroxy-2,3-dimethoxypyridine
• CAS No.: 123631-83-4
• Molecular Formula: C7H9NO3
• Molecular Weight: 155.15100
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID90445961
• Nikkaji Number: J628.717D
• Wikidata: Q82264513
• Mol file: 123631-83-4.mol

Synonyms:123631-83-4;4-HYDROXY-2,3-DIMETHOXYPYRIDINE;2,3-dimethoxypyridin-4-ol;2,3-Dimethoxy-pyridin-4-ol;4-Pyridinol, 2,3-dimethoxy-;2,3-dimethoxy-1H-pyridin-4-one;2,3-Dimethoxypyridin-4(1H)-one;2,3-dimethoxy-4-pyridinol;2,3-dimethoxy-1,4-dihydropyridin-4-one;SCHEMBL21552375;DTXSID90445961;YEA63183;MFCD11044352;AKOS006309168;SB32095;AS-59144;CS-0342349;FT-0735151;W10568

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

Chemical Property:

• Boiling Point: 358.4±37.0 °C(Predicted)
• PKA: 4.89±0.23(Predicted)
• PSA: 51.58000
• Density: 1.201±0.06 g/cm3(Predicted)
• LogP: 0.80440
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 155.058243149
• Heavy Atom Count: 11
• Complexity: 230

Purity/Quality:

97% ^*data from raw suppliers

4-Hydroxy-2,3-dimethoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(NC=CC1=O)OC

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

There total 17 articles about 4-Hydroxy-2,3-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: 70.0%

2,3-dimethoxypyridine (52605-97-7) → 2,3-dimethoxy-4-hydroxypyridine (123631-83-4,158150-20-0)

Guidance literature:

2,3-dimethoxypyridine; With n-butyllithium; In tetrahydrofuran;

With Trimethyl borate; In tetrahydrofuran;

With peracetic acid; In tetrahydrofuran;

DOI:10.1021/ja057434k

Reference yield: 14.0%

4,6-dichloro-2,3-dimethoxypyridine → 6-chloro-2,3-dimethoxypyridin-4-ol + C7H9NO4 + C7H8ClNO3 + 2,3-dimethoxy-4-hydroxypyridine (123631-83-4,158150-20-0)

Guidance literature:

With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium hydroxide; In 1,4-dioxane; at 100 ℃; for 22h; Inert atmosphere;

DOI:10.1016/j.tet.2019.02.050

Reference yield:

2-chloropyridine (109-09-1) → 2,3-dimethoxy-4-hydroxypyridine (123631-83-4,158150-20-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) PhLi, trimethyl borate, 2.) peracetic acid / 1.) THF, -40 deg C, 1 h; -70 deg C, 2 h

2: 77 percent / NaOMe / dimethylformamide / 1.5 h / Ambient temperature

3: 75 percent

4: 1.) n-BuLi, trimethylborate, 2.) peracetic acid / 1.) THF, 0 deg C, 1 h; -70 deg C, 2 h, 2.) aq. acetic acid, -70 deg C to r.t.

With peracetic acid; n-butyllithium; Trimethyl borate; sodium methylate; phenyllithium; In N,N-dimethyl-formamide;

DOI:10.1021/jo00100a017

upstream raw materials:

2,3-dimethoxypyridine

2-chloropyridine

2-chloro-3-methoxypyridine

2-chloro-3-hydroxypyridine