2-Chloro-5-methoxynicotinic acid

Base Information

• Chemical Name: 2-Chloro-5-methoxynicotinic acid
• CAS No.: 74650-71-8
• Molecular Formula: C₇H₆ClNO₃
• Molecular Weight: 187.583
• DSSTox Substance ID: DTXSID50511474
• Wikidata: Q82370267
• Mol file: 74650-71-8.mol

Synonyms:2-Chloro-5-methoxynicotinic acid;74650-71-8;2-CHLORO-5-METHOXYPYRIDINE-3-CARBOXYLIC ACID;2-CHLORO-5-METHOXY-3-PYRIDINECARBOXYLIC ACID;MFCD16610607;2-Chloro-5-methoxynicotinicacid;SCHEMBL10643500;DTXSID50511474;AJKXOHPNDQHYDM-UHFFFAOYSA-N;AMY33590;ZCA65071;AKOS016008244;PB25567;AS-34753;SY097866;2-chloro-5-Methoxy-3-pyridinecarboxylicacid;CS-0051945;FT-0764632;A865841

Chemical Property of 2-Chloro-5-methoxynicotinic acid

Chemical Property:

• Boiling Point: 354.5±37.0 °C(Predicted)
• PKA: 1.90±0.25(Predicted)
• Density: 1.430±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 187.0036207
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

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

2-Chloro-5-methoxynicotinicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(N=C1)Cl)C(=O)O

Technology Process of 2-Chloro-5-methoxynicotinic acid

There total 6 articles about 2-Chloro-5-methoxynicotinic acid 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: 96.0%

methyl 2-chloro-5-methoxynicotinate (1256791-15-7) → 2-chloro-5-methoxy-3-pyridinecarboxylic acid (74650-71-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃;

DOI:10.1021/acschemneuro.7b00272

Reference yield: 35.0%

2-chloro-5-methoxy-3-methylpyridine (74650-70-7) → 2-chloro-5-methoxy-3-pyridinecarboxylic acid (74650-71-8)

Guidance literature:

With potassium permanganate; In water; for 1h; Heating;

Reference yield:

water (7732-18-5) + 2-chloro-5-methoxy-3-methylpyridine (74650-70-7) → 2-chloro-5-methoxy-3-pyridinecarboxylic acid (74650-71-8)

Guidance literature:

With potassium permanganate;

upstream raw materials:

2-chloro-5-methoxy-3-methylpyridine

2-chloro-5-hydroxy-3-methylpyridine

6-chloro-5-methylpyridin-3-amine

water

Downstream raw materials:

methyl 2-chloro-5-methoxynicotinate

(S)-5-benzyloxy-2-(3-t-butylamino-2-hydroxypropoxy)nicotinonitrile

5-benzyloxy-2-chloronicotinonitrile

2-chloro-3-cyano-5-methoxypyridine

Refernces

• 1、 -. "2-SUBSTITUTED PROPOXY-3-CYANO-5-HYDROXYPYRIDINES AND USE AS ANTIHYPERTENSIVES". . . Retrieved 2008/06/13.
• 2、 Ponticello, Gerald S.,Engelhardt, Edward L.,Freedman, Mark B.,Baldwin, John J.. "Synthesis of 2-Chloro-5-hydroxynicotinonitrile: The Required Intermediate in the Total Synthesis of a Hydroxylated Metabolite of (S)-2-(3-t-Butylamino-2-hydroxypropoxy)-3-cyanopyridine". . p. 445 - 448. Retrieved 2007/10/02.