4-Hyxdroxy-2-iodo-3-methoxypyridine

Base Information

• Chemical Name: 4-Hyxdroxy-2-iodo-3-methoxypyridine
• CAS No.: 405137-17-9
• Molecular Formula: C6H6INO2
• Molecular Weight: 251.024
• DSSTox Substance ID: DTXSID90458415
• Nikkaji Number: J1.660.039C
• Wikidata: Q82281677
• Mol file: 405137-17-9.mol

Synonyms:4-Hyxdroxy-2-iodo-3-methoxypyridine;405137-17-9;2-iodo-3-methoxy-1H-pyridin-4-one;4-hydroxy-2-iodo-3-methoxypyridine;2-Iodo-3-methoxypyridine-4-ol;DTXSID90458415;FT-0757838

Chemical Property of 4-Hyxdroxy-2-iodo-3-methoxypyridine

Chemical Property:

• Boiling Point: 462.5±45.0 °C(Predicted)
• PKA: 8.08±0.10(Predicted)
• PSA: 42.35000
• Density: 1.974±0.06 g/cm3(Predicted)
• LogP: 1.40040
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 250.94433
• Heavy Atom Count: 10
• Complexity: 220

Purity/Quality:

97% ^*data from raw suppliers

4-HYXDROXY-2-IODO-3-METHOXYPYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(NC=CC1=O)I

Technology Process of 4-Hyxdroxy-2-iodo-3-methoxypyridine

There total 2 articles about 4-Hyxdroxy-2-iodo-3-methoxypyridine 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: 63.0%

2-iodo-3-methoxy-pyridine (93560-55-5) → 2-iodo-3-methoxypyridin-4-ol (405137-17-9)

Guidance literature:

2-iodo-3-methoxy-pyridine; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -50 ℃; for 1h;

With Trimethyl borate; In tetrahydrofuran; hexane; at -75 ℃; for 2h;

With peracetic acid; acetic acid; In tetrahydrofuran; hexane; at -75 - 20 ℃;

DOI:10.1016/S0040-4020(01)01142-5

Reference yield:

2-iodo-3-hydroxypyridine (40263-57-8) → 2-iodo-3-methoxypyridin-4-ol (405137-17-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 85 percent / MeONa / dimethylformamide / 15 h / 0 - 20 °C

2.1: 2,2,6,6-tetramethylpiperidine; BuLi / tetrahydrofuran; hexane / 1 h / -50 °C

2.2: B(OMe)3 / tetrahydrofuran; hexane / 2 h / -75 °C

2.3: 63 percent / aq. AcOH; AcOOH / tetrahydrofuran; hexane / -75 - 20 °C

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; sodium methylate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)01142-5

Reference yield:

2-iodo-3-methoxypyridin-4-ol (405137-17-9) → orelline (72016-31-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 69 percent / Ag₂CO₃ / tetrahydrofuran / 15 h / 20 °C

2.1: BuLi / tetrahydrofuran; hexane / 0.25 h / -75 °C

2.2: ZnCl₂ / tetrahydrofuran; hexane / -75 - 20 °C

2.3: [Pd(PPh₃)4] / tetrahydrofuran; hexane / 20 h / Heating

3.1: aq. HCl / tetrahydrofuran / 7 h / 50 °C

4.1: 71 percent / aq. HBr / acetic acid / 5 h / Heating

With hydrogenchloride; n-butyllithium; hydrogen bromide; silver carbonate; In tetrahydrofuran; hexane; acetic acid;

DOI:10.1016/S0040-4020(01)01142-5

upstream raw materials:

2-iodo-3-methoxy-pyridine

2-iodo-3-hydroxypyridine

Downstream raw materials:

3,3',4,4'-tetramethoxy-2,2'-bipyridine

orelline