Dimethyl 5-bromopyridine-2,3-dicarboxylate

Base Information

• Chemical Name: Dimethyl 5-bromopyridine-2,3-dicarboxylate
• CAS No.: 521980-82-5
• Molecular Formula: C₉H₈BrNO₄
• Molecular Weight: 274.071
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80698424
• Wikidata: Q82628630
• Mol file: 521980-82-5.mol

Synonyms:DIMETHYL 5-BROMOPYRIDINE-2,3-DICARBOXYLATE;521980-82-5;MFCD09953248;SCHEMBL3699766;DTXSID80698424;JYRYOIMMYLBBNZ-UHFFFAOYSA-N;CS-W000545;AS-48378;SY123760;FT-0698522;F30602;A845875;A850915;DIMETHYL5-BROMOPYRIDINE-2,3-DICARBOXYLATE;J-520365;5-bromopyridine-2,3-dicarboxylic acid dimethyl ester;dimethyl 5-bromopyridine-2,3-dicarboxylate;5-Bromopyridine-2,3-dicarboxylic Acid

Chemical Property of Dimethyl 5-bromopyridine-2,3-dicarboxylate

Chemical Property:

• Boiling Point: 315.0±37.0 °C(Predicted)
• PKA: -3.18±0.10(Predicted)
• PSA: 65.49000
• Density: 1.569±0.06 g/cm3(Predicted)
• LogP: 1.41730
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 272.96367
• Heavy Atom Count: 15
• Complexity: 259

Purity/Quality:

98%Min ^*data from raw suppliers

Dimethyl5-bromopyridine-2,3-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Dimethyl 5-bromopyridine-2,3-dicarboxylate

There total 4 articles about Dimethyl 5-bromopyridine-2,3-dicarboxylate 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%

dimethyl 2,3-pyridinedicarboxylate (605-38-9) → 5-bromopyridine-2,3-dicarboxylic acid dimethyl ester (521980-82-5)

Guidance literature:

With bromine; In methanol; at 0 - 55 ℃;

Reference yield: 63.0%

methanol (67-56-1) + Pyridine-2,3-dicarboxylic acid (89-00-9) → 5-bromopyridine-2,3-dicarboxylic acid dimethyl ester (521980-82-5)

Guidance literature:

methanol; Pyridine-2,3-dicarboxylic acid; With sulfuric acid; for 48h; Reflux;

With bromine; at 40 - 55 ℃; for 50h;

Reference yield:

methanol (67-56-1) + 5-Bromo-pyridine-2,3-dicarboxylic acid (98555-51-2) → 5-bromopyridine-2,3-dicarboxylic acid dimethyl ester (521980-82-5)

Guidance literature:

With sulfuric acid; for 20h; Reflux;

upstream raw materials:

methanol

Pyridine-2,3-dicarboxylic acid

5-Bromo-pyridine-2,3-dicarboxylic acid

dimethyl 2,3-pyridinedicarboxylate

Downstream raw materials:

(S)-2′-oxo-1′,2′,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3′-pyrrolo[2,3-b]pyridine]-3-carboxylic acid

(6S)-N-[(3S,5S,6R)-5-(2-Fluoro-3-methylphenyl)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)piperidin-3-yl]-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxamide

(S)-N-((3S,5S,6R)-6-methyl-2-oxo-5-(o-tolyl)-1-(2,2,2-trifluoroethyl)piperidin-3-yl)-2’-oxo-l‘,2’,5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3’-pyrrolo[2,3-b]pyridine]-3-carboxamide

(6S)-N-[(3S,5S,6R)-6-methyl-2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)piperidin-3-yl]-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxamide

Refernces

• 1、 -. "CGRP ANTAGONIST COMPOUNDS". Page/Page column 115. . Retrieved 2020/12/30.
• 2、 -. "TARGETING COMPOUNDS". Paragraph 0405. . Retrieved 2019/07/19.