Methyl 4-chloro-6-(hydroxymethyl)picolinate

Base Information

• Chemical Name: Methyl 4-chloro-6-(hydroxymethyl)picolinate
• CAS No.: 109880-43-5
• Molecular Formula: C₈H₈ClNO₃
• Molecular Weight: 201.609
• Hs Code.: 2933399090
• European Community (EC) Number: 966-164-9
• DSSTox Substance ID: DTXSID60555581
• Wikidata: Q82436973
• Mol file: 109880-43-5.mol

Synonyms:methyl 4-chloro-6-(hydroxymethyl)picolinate;109880-43-5;METHYL 4-CHLORO-6-(HYDROXYMETHYL)PYRIDINE-2-CARBOXYLATE;4-Chloro-6-hydroxymethyl-pyridine-2-carboxylic acid methyl ester;SCHEMBL2961121;DTXSID60555581;VOHMXHMSILAEDI-UHFFFAOYSA-N;MFCD09263974;AKOS015848858;AB50305;AC-23866;DS-17950;methyl4-chloro-6-(hydroxymethyl)picolinate;methyl-4-chloro-6-(hydroxymethyl)picolinate;AM20080772;CS-0187503;O11936;EN300-2913050;A894966;METHYL 4-CHLORO-6-(HYDROXYMETHYL)-2-PYRIDINECARBOXYLATE;2-Pyridinecarboxylic acid, 4-chloro-6-(hydroxymethyl)-, methyl ester

Chemical Property of Methyl 4-chloro-6-(hydroxymethyl)picolinate

Chemical Property:

• PSA: 59.42000
• LogP: 1.01390
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 201.0192708
• Heavy Atom Count: 13
• Complexity: 188

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-chloro-6-(hydroxymethyl)picolinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CC(=N1)CO)Cl

Technology Process of Methyl 4-chloro-6-(hydroxymethyl)picolinate

There total 4 articles about Methyl 4-chloro-6-(hydroxymethyl)picolinate 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: 89.0%

dimethyl 4-chloro-2,6-pyridinedicarboxylate (5371-70-0) → methyl 4-chloro-6-hydroxymethylpyridine-2-carboxylate (109880-43-5)

Guidance literature:

With sodium tetrahydroborate;

DOI:10.1016/S0040-4039(00)84868-6

Reference yield: 76.0%

→ methyl 4-chloro-6-hydroxymethylpyridine-2-carboxylate (109880-43-5)

Guidance literature:

With methanol; sodium tetrahydroborate; In dichloromethane; at 0 - 20 ℃; for 12h;

Reference yield:

chelidamic acid (138-60-3) → methyl 4-chloro-6-hydroxymethylpyridine-2-carboxylate (109880-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: PCl₅

2: 89 percent / NaBH₄

With sodium tetrahydroborate; phosphorus pentachloride;

DOI:10.1016/S0040-4039(00)84868-6

upstream raw materials:

dimethyl 4-chloro-2,6-pyridinedicarboxylate

chelidamic acid

Chelidamic acid

Downstream raw materials:

6-{[[(S)-2-Carbamoyl-2-(2-nitro-phenylsulfanylamino)-ethyl]-(2-nitro-phenylsulfanyl)-amino]-methyl}-4-chloro-pyridine-2-carboxylic acid

methyl 6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-chloropyridine-2-carboxylate

N^α-<6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-chloropyridine-2-carbonyl>-erithro-β-tert-butoxy-L-histidine tert-butyl ester

(2S,3R)-3-tert-Butoxy-2-[(6-{[[(S)-2-carbamoyl-2-(2-nitro-phenylsulfanylamino)-ethyl]-(2-nitro-phenylsulfanyl)-amino]-methyl}-4-chloro-pyridine-2-carbonyl)-amino]-3-(1H-imidazol-4-yl)-propionic acid tert-butyl ester