6-Chloro-5-methylnicotinic acid

Base Information

• Chemical Name: 6-Chloro-5-methylnicotinic acid
• CAS No.: 66909-29-3
• Molecular Formula: C7H6ClNO2
• Molecular Weight: 171.583
• Hs Code.: 2933399090
• European Community (EC) Number: 691-003-1
• ChEMBL ID: CHEMBL3236913
• DSSTox Substance ID: DTXSID20495833
• Wikidata: Q82344215
• Mol file: 66909-29-3.mol

Synonyms:6-Chloro-5-methylnicotinic acid;66909-29-3;6-CHLORO-5-METHYLPYRIDINE-3-CARBOXYLIC ACID;5-Carboxy-2-chloro-3-methylpyridine;MFCD17214192;6-Chloro-5-methylnicotinicacid;3-Pyridinecarboxylic acid, 6-chloro-5-methyl-;SCHEMBL427869;CHEMBL3236913;DTXSID20495833;6-chloro-5-methyl-nicotinic acid;MAOUFLRMKAFPTB-UHFFFAOYSA-N;AKOS016010399;AB71754;KH-0724;SY022649;6-Chloro-5-methylpyridine-3-carboxylicacid;CS-0153170;EN300-115486;J-518596;Z1255381945

Chemical Property of 6-Chloro-5-methylnicotinic acid

Chemical Property:

• PSA: 50.19000
• LogP: 1.74160
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.0087061
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

97% ^*data from raw suppliers

6-chloro-5-methylpyridine-3-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CN=C1Cl)C(=O)O
• Uses: 6-Chloro-5-methylpyridine-3-carboxylic Acid can be used as ROR-γ inhibitors for the treatment of ROR-γ-mediated diseases.

Technology Process of 6-Chloro-5-methylnicotinic acid

There total 5 articles about 6-Chloro-5-methylnicotinic 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: 87.0%

6-chloro-5-methylpyridine-3-carboxaldehyde (176433-43-5) → 6-chloro-5-methylpyridin-3-ylcarboxylic acid (66909-29-3)

Guidance literature:

With formic acid; dihydrogen peroxide; In water; at 0 ℃; for 15h;

DOI:10.1021/jm4014696

Reference yield: 68.0%

2-Chloro-5-iodo-3-methylpyridine (59782-89-7) + carbon dioxide (124-38-9,18923-20-1) → 6-chloro-5-methylpyridin-3-ylcarboxylic acid (66909-29-3)

Guidance literature:

2-Chloro-5-iodo-3-methylpyridine; With n-butyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;

carbon dioxide; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 1h;

With water; sodium hydroxide;

DOI:10.1021/jm401808n

Reference yield:

2-methyl-2-butene nitrile (4403-61-6) → 6-chloro-5-methylpyridin-3-ylcarboxylic acid (66909-29-3)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 90 - 110 °C

2: formic acid; dihydrogen peroxide / water / 15 h / 0 °C

With formic acid; dihydrogen peroxide; trichlorophosphate; In water;

upstream raw materials:

6-chloro-5-methylpyridine-3-carboxaldehyde

tiglonitrile

2-methyl-2-butene nitrile

2-Chloro-5-iodo-3-methylpyridine

Downstream raw materials:

6-chloro-5-methylnicotinic acid ethyl ester

6-(Isopropylamino)-5-methylnicotinic acid

5-methyl-6-pyrrolidin-1-yl-nicotinic acid

C₂₄H₃₁N₅O₃