Methyl 5-bromo-6-hydroxynicotinate

Base Information

• Chemical Name: Methyl 5-bromo-6-hydroxynicotinate
• CAS No.: 381247-99-0
• Molecular Formula: C7H6BrNO3
• Molecular Weight: 232.03100
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90377399
• Nikkaji Number: J1.598.115F
• Wikidata: Q72488539
• Mol file: 381247-99-0.mol

Synonyms:Methyl 5-bromo-6-hydroxynicotinate;381247-99-0;methyl 5-bromo-6-hydroxypyridine-3-carboxylate;Methyl 5-bromo-6-oxo-1,6-dihydro-3-pyridinecarboxylate;methyl 5-bromo-6-oxo-1,6-dihydropyridine-3-carboxylate;methyl 5-bromo-6-oxo-1H-pyridine-3-carboxylate;3-Pyridinecarboxylic acid, 5-bromo-1,6-dihydro-6-oxo-, methyl ester;5-bromo-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid methyl ester;METHYL5-BROMO-6-HYDROXYNICOTINATE;5-Bromo-6-hydroxy-nicotinic acid methyl ester;SCHEMBL197929;DTXSID90377399;KKMVACLRBBJYIJ-UHFFFAOYSA-N;AMY10200;MFCD08235247;AKOS005071134;AKOS015834010;SB36948;BL005619;CS-10584;A6469;CS-0061828;FT-0682798;EN300-2942790;methyl 5-bromo-6-hydroxy-pyridine-3-carboxylate;7W-0339;J-522462;5-Bromo-6-hydroxy-3-pyridinecarboxylic acid methyl ester;F1907-2323;methyl 5-bromo-6-oxo-1,6-dihydropyridine-3-caboxylate;methyl-5-bromo-6-oxo-1,6-dihydropyridine-3-carboxylate;5-Bromo-1,6-dihydro-6-oxo-3-pyridinecarboxylic acid methyl ester;5-Bromo-6-oxo-1,6-dihydropyridine-3-carboxylic acid methyl ester;METHYL 5-BROMO-6-OXO-1,6-DIHYDROPYRIDINE-3-CARBOXYLATE

Chemical Property of Methyl 5-bromo-6-hydroxynicotinate

Chemical Property:

• Vapor Pressure: 3.66E-05mmHg at 25°C
• Melting Point: 225-227℃
• Boiling Point: 353.1oC at 760 mmHg
• PKA: 8.50±0.10(Predicted)
• Flash Point: 167.4oC
• PSA: 59.42000
• Density: 1.737g/cm3
• LogP: 1.33630
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 230.95311
• Heavy Atom Count: 12
• Complexity: 293

Purity/Quality:

98%min ^*data from raw suppliers

Methyl5-bromo-6-hydroxynicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CNC(=O)C(=C1)Br
• Uses: METHYL 5-BROMO-6-HYDROXYNICOTINATE is a useful research chemical.

Technology Process of Methyl 5-bromo-6-hydroxynicotinate

There total 9 articles about Methyl 5-bromo-6-hydroxynicotinate 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: 100.0%

methyl 6-hydroxynicotinate (66171-50-4) → methyl 5-bromo-6-hydroxypyridine-3-carboxylate (381247-99-0)

Guidance literature:

methyl 6-hydroxynicotinate; With bromine; acetic acid; at 60 ℃;

With sodium hydrogencarbonate; sodium hydroxide; at 18 - 26 ℃; pH=~ 7;

Reference yield: 93.0%

methanol (67-56-1) + 5-bromo-6-hydroxy-3-pyridinecarboxylic acid (41668-13-7) → methyl 5-bromo-6-hydroxypyridine-3-carboxylate (381247-99-0)

Guidance literature:

With thionyl chloride; for 1.25h; Reflux; Cooling with ice;

DOI:10.1021/acsmedchemlett.5b00284

Reference yield: 82.3%

→ methyl 5-bromo-6-oxo-1,6-dihydropyridine-3-carboxylate (381247-99-0)

Guidance literature:

With thionyl chloride; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃;

In tetrahydrofuran; dichloromethane; at 20 ℃; for 0.5h;

upstream raw materials:

methyl 3-bromo-2-oxo-2H-pyran-5-carboxylate

methanol

methyl 6-hydroxynicotinate

6-hydroxy-3-pyridinecarboxylic acid

Downstream raw materials:

methyl 5,6-dibromonicotinate

5-bromo-6-chloro-3-pyridinecarboxylic acid methyl ester

methyl 5-bromo-6-methoxy-pyridine-3-carboxylate

methyl 6-methoxy-5-methylnicotinate

Refernces

• 1、 -. "METHODS AND COMPOSITION OF 4-SUBSTITUTED BENZOYLPIPERAZINE-1-SUBSTITUTED CARBONYLS AS BETA-CATENIN/B-CELL LYMPHOMA 9 INHIBITORS". Paragraph 0429-0430. . Retrieved 2021/06/11.
• 2、 Wisniewski, John A.,Yin, Jinya,Teuscher, Kevin B.,Zhang, Min,Ji, Haitao. "Structure-Based Design of 1,4-Dibenzoylpiperazines as β-Catenin/B-Cell Lymphoma 9 Protein-Protein Interaction Inhibitors". supporting information. p. 508 - 513. Retrieved 2016/06/01.