Ethyl 5-bromopicolinate

Base Information

• Chemical Name: Ethyl 5-bromopicolinate
• CAS No.: 77199-09-8
• Molecular Formula: C8H8BrNO2
• Molecular Weight: 230.061
• Hs Code.: 2933399090
• European Community (EC) Number: 827-109-3
• ChEMBL ID: CHEMBL4103465
• Mol file: 77199-09-8.mol

Synonyms:Ethyl 5-bromopicolinate;77199-09-8;ethyl 5-bromopyridine-2-carboxylate;5-BROMO-2-PYRIDINECARBOXYLIC ACID ETHYL ESTER;5-Bromo-pyridine-2-carboxylic acid ethyl ester;MFCD00234415;ETHYL 5-BROMO-2-PYRIDINECARBOXYLATE;SCHEMBL1808295;CHEMBL4103465;2-PYRIDINECARBOXYLIC ACID, 5-BROMO-, ETHYL ESTER;MVJPVDSRSXLJNQ-UHFFFAOYSA-N;AKOS012257297;FS-2846;MB01029;SY020095;CS-0018759;FT-0647886;5-bromo-2-pyridine carboxylic acid ethyl ester;A839001;J-516997

Chemical Property of Ethyl 5-bromopicolinate

Chemical Property:

• Melting Point: 63-64oC
• Boiling Point: 303.7 °C at 760 mmHg
• PKA: -0.53±0.10(Predicted)
• Flash Point: 137.5 °C
• PSA: 39.19000
• Density: 1.501 g/cm³
• LogP: 2.02080
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.97384
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl5-bromopicolinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 5-bromopicolinate

There total 7 articles about Ethyl 5-bromopicolinate 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%

5-bromoisonicotinic acid (30766-11-1) + ethanol (64-17-5) → 5-bromo-pyridine-2-carboxylic acid ethyl ester (77199-09-8)

Guidance literature:

With thionyl chloride; at 20 ℃; for 18h;

Reference yield: 89.0%

ethanol (64-17-5) + methyl 5-bromopicolinate (29682-15-3) → 5-bromo-pyridine-2-carboxylic acid ethyl ester (77199-09-8)

Guidance literature:

With toluene-4-sulfonic acid; for 24h; Reflux;

DOI:10.1021/ol901525t

Reference yield: 81.0%

2,5-dibromopyridine (624-28-2) + Ethyl bromodifluoroacetate (667-27-6) → 5-bromo-pyridine-2-carboxylic acid ethyl ester (77199-09-8)

Guidance literature:

Ethyl bromodifluoroacetate; With copper; In dimethyl sulfoxide; at 20 ℃; for 1h;

2,5-dibromopyridine; at 20 ℃; for 15h;

upstream raw materials:

5-bromoisonicotinic acid

ethanol

2,5-dibromopyridine

carbon monoxide

Downstream raw materials:

α-<5-bromopicoloyl>-γ-butyrolactone

3-bromo-quinolizinium bromide

5-bromo-pyridine-2-carboxylic acid hydrazide

(5-cyclopropyl-6-methoxypyridin-2-yl)(4-ethoxyphenyl)methanol

Refernces

• 1、 -. "PHOTOELECTRIC CONVERSION ELEMENT, DYE-SENSITIZED SOLAR CELL, AND METAL COMPLEX DYE USED IN SAME". Paragraph 0567-570; 0574-0576. . Retrieved 2016/10/24.
• 2、 -. "TRIAZOLE DERIVATIVES AS WNT SIGNALING PATHWAY INHIBITORS". Page/Page column 58. . Retrieved 2012/06/30.