5-Bromo-2-methoxy-6-(methylamino)nicotinic acid

Base Information

• Chemical Name: 5-Bromo-2-methoxy-6-(methylamino)nicotinic acid
• CAS No.: 187480-17-7
• Molecular Formula: C8H9BrN2O3
• Molecular Weight: 261.07300
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00444465
• Nikkaji Number: J1.399.737C
• Mol file: 187480-17-7.mol

Synonyms:5-bromo-2-methoxy-6-methylaminopyridine-3-carboxylic acid;5-bromo-MeOMeNPCA

Chemical Property of 5-Bromo-2-methoxy-6-(methylamino)nicotinic acid

Chemical Property:

• Melting Point: 207-209°
• Boiling Point: 375.2±42.0 °C(Predicted)
• PKA: 3.67±0.10(Predicted)
• PSA: 71.45000
• Density: 1.686±0.06 g/cm3(Predicted)
• LogP: 1.66560
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 259.97965
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-2-methoxy-6-(methylamino)nicotinic acid >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=C(C=C(C(=N1)OC)C(=O)O)Br

Technology Process of 5-Bromo-2-methoxy-6-(methylamino)nicotinic acid

There total 16 articles about 5-Bromo-2-methoxy-6-(methylamino)nicotinic 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: 100.0%

methyl 5-bromo-2-methoxy-6-methylaminopyridine-3-carboxylate (187480-15-5) → 5-bromo-2-methoxy-6-methylaminopyridine-3-carboxylic acid (187480-17-7)

Guidance literature:

With sodium hydroxide; In methanol; for 1.5h; Heating;

DOI:10.1248/cpb.48.1847

Reference yield: 88.0%

2-methoxy-6-methylaminopyridine-3-carboxylic acid (237390-80-6) → 5-bromo-2-methoxy-6-methylaminopyridine-3-carboxylic acid (187480-17-7) + 3,5-dibromo-2-methoxy-6-methylaminopyridine

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 10 ℃; for 0.0833333h;

DOI:10.1248/cpb.48.1847

Reference yield:

methyl 2,6-difluoro-3-pyridinecarboxylate (117671-02-0) → 5-bromo-2-methoxy-6-methylaminopyridine-3-carboxylic acid (187480-17-7)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₂Cl₂ / 0.17 h / 5 °C

2: 97 percent / t-BuOK / 2 h / Heating

3: 96 percent / NBS / dimethylformamide / 4 h / 80 °C

4: 100 percent / aq. NaOH / methanol / 1.5 h / Heating

With sodium hydroxide; N-Bromosuccinimide; potassium tert-butylate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.48.1847

upstream raw materials:

methyl 5-bromo-2-methoxy-6-methylaminopyridine-3-carboxylate

2-methoxy-6-methylaminopyridine-3-carboxylic acid

sodium methylate

5-bromo-2-chloro-6-methylamino-3-trifluoromethylpyridine