Ethyl 6-amino-5-bromonicotinate

Base Information

• Chemical Name: Ethyl 6-amino-5-bromonicotinate
• CAS No.: 850429-51-5
• Molecular Formula: C8H9BrN2O2
• Molecular Weight: 245.076
• Hs Code.: 2933399090
• European Community (EC) Number: 687-950-5
• DSSTox Substance ID: DTXSID30428415
• Wikidata: Q82241247
• Mol file: 850429-51-5.mol

Synonyms:Ethyl 6-amino-5-bromonicotinate;850429-51-5;ethyl 6-amino-5-bromopyridine-3-carboxylate;Ethyl 2-amino-3-bromo-5-pyridinecarboxylate;3-Pyridinecarboxylic acid, 6-amino-5-bromo-, ethyl ester;SCHEMBL451366;DTXSID30428415;ethyl 6-amino-5-bromo-nicotinate;WFPSELYOOKTXKC-UHFFFAOYSA-N;MFCD06659894;AKOS015854912;AB26572;DS-2909;PS-3661;6-Amino-5-bromonicotinic acid ethyl ester;CS-0039005;FT-0647291;W11183;EN300-6511146

Chemical Property of Ethyl 6-amino-5-bromonicotinate

Chemical Property:

• Vapor Pressure: 0.000123mmHg at 25°C
• Melting Point: 125-127 °C
• Boiling Point: 335.1 °C at 760 mmHg
• PKA: 2.12±0.49(Predicted)
• Flash Point: 156.4 °C
• PSA: 65.21000
• Density: 1.575 g/cm³
• LogP: 2.18420
• Storage Temp.: Keep Cold
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 243.98474
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl6-amino-5-bromonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 6-amino-5-bromonicotinate

There total 3 articles about Ethyl 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: 96.0%

ethyl-6-amino-nicotinate (39658-41-8) → 6-amino-5-bromonicotinic acid ethyl ester (850429-51-5)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; at 0 - 23 ℃; for 17h;

Reference yield:

6-aminonicotinic acid (3167-49-5) → 6-amino-5-bromonicotinic acid ethyl ester (850429-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 17 h / 60 °C / Reflux

2: N-Bromosuccinimide / tetrahydrofuran / 17 h / 0 - 23 °C

With N-Bromosuccinimide; thionyl chloride; In tetrahydrofuran;

Reference yield:

→ 6-amino-5-bromonicotinic acid ethyl ester (850429-51-5)

Guidance literature:

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

upstream raw materials:

ethyl-6-amino-nicotinate

6-aminonicotinic acid

Downstream raw materials:

8-bromoimidazo[1,2-a]pyridine-6-carboxylic acid ethyl ester

N-(4,5-dimethyl-1H-pyrazol-3-yl)-2-phenyl-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

2-phenyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid

(6-amino-5-bromopyridin-3-yl)methanol

Refernces

• 1、 -. "P2X3 AND/OR P2X2/3 COMPOUNDS AND METHODS". Paragraph 0358; 0361-0362; 0375; 0378-0379; 0392; 0395-0396. . Retrieved 2015/07/07.
• 2、 -. "NOVEL IMIDAZO[1,2-a]PYRIDINE CANNABINOID RECEPTOR LIGANDS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM". Page/Page column 38. . Retrieved 2008/06/13.