Methyl 6-amino-5-bromonicotinate

Base Information

• Chemical Name: Methyl 6-amino-5-bromonicotinate
• CAS No.: 180340-70-9
• Molecular Formula: C₇H₇BrN₂O₂
• Molecular Weight: 231.049
• Hs Code.: 2933399090
• European Community (EC) Number: 640-110-1
• DSSTox Substance ID: DTXSID00377300
• Wikidata: Q72486745
• Mol file: 180340-70-9.mol

Synonyms:Methyl 6-amino-5-bromonicotinate;180340-70-9;methyl 6-amino-5-bromopyridine-3-carboxylate;methyl-6-amino-5-bromonicotinate;3-Pyridinecarboxylic acid, 6-amino-5-bromo-, methyl ester;MFCD06659561;METHYL6-AMINO-5-BROMONICOTINATE;Methyl 2-amino-3-bromo-5-pyridinecarboxylate;Methyl 6-amino-5-bromo-pyridine-3-carboxylate;6-AMINO-5-BROMONICOTINIC ACID METHYL ESTER;SCHEMBL3346590;DTXSID00377300;LNTAAMVZKGYIIA-UHFFFAOYSA-N;AKOS005070726;AB25976;CS-W003325;SY006407;A3997;AM20070213;FT-0646963;EN300-316337;5Y-0703;W-206281;Z1269229201

Chemical Property of Methyl 6-amino-5-bromonicotinate

Chemical Property:

• Melting Point: 166-168 °C
• Boiling Point: 323.691 °C at 760 mmHg
• PKA: 2.02±0.49(Predicted)
• Flash Point: 149.563 °C
• PSA: 65.21000
• Density: 1.662 g/cm³
• LogP: 1.79410
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 229.96909
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

98%min ^*data from raw suppliers

Methyl6-Amino-5-bromonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(N=C1)N)Br

Technology Process of Methyl 6-amino-5-bromonicotinate

There total 3 articles about Methyl 6-amino-5-bromonicotinate 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: 84.8%

methyl 6-aminonicotinoate (36052-24-1) → methyl 6-amino-5-bromopyridine-3-carboxylate (180340-70-9)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield:

6-Amino-5-bromopyridine-3-carboxylic acid (180340-69-6) → methyl 6-amino-5-bromopyridine-3-carboxylate (180340-70-9)

Guidance literature:

In water; methanol hydrochloride;

Reference yield:

6-aminonicotinic acid (3167-49-5) → methyl 6-amino-5-bromopyridine-3-carboxylate (180340-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 0 - 80 °C

2: N-Bromosuccinimide / tetrahydrofuran / 0 - 20 °C

With N-Bromosuccinimide; sulfuric acid; In tetrahydrofuran;

upstream raw materials:

6-Amino-5-bromopyridine-3-carboxylic acid

methyl 6-aminonicotinoate

6-aminonicotinic acid

Downstream raw materials:

6-Amino-5-bromopyridine-3-carboxylic acid

Refernces

• 1、 -. "ISOPROPYL TRIAZOLO PYRIDINE COMPOUNDS". Paragraph 0045-0046. . Retrieved 2016/12/01.
• 2、 -. "TRICYCLIC BENZAZEPINE VASOPRESSIN ANTAGONISTS". . . Retrieved 2008/06/13.