Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate

Base Information

• Chemical Name: Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate
• CAS No.: 145325-40-2
• Molecular Formula: C9H6BrNO2S
• Molecular Weight: 272.122
• Hs Code.: 2934999090
• European Community (EC) Number: 865-019-6
• DSSTox Substance ID: DTXSID50594328
• Wikidata: Q72488871
• Mol file: 145325-40-2.mol

Synonyms:methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate;145325-40-2;4-BROMOTHIENO[2,3-C]PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER;MFCD08275124;4-Bromo-thieno[2,3-c]pyridine-2-carboxylic acid methyl ester;THIENO[2,3-C]PYRIDINE-2-CARBOXYLIC ACID, 4-BROMO-, METHYL ESTER;Methyl4-bromothieno[2,3-c]pyridine-2-carboxylate;SCHEMBL5550652;DTXSID50594328;REZMNBYKKVGMCD-UHFFFAOYSA-N;VFA32540;AKOS016003378;PB17516;SB20670;DS-14714;SY042019;DB-063604;AM20050818;CS-0041247;A19591;EN300-195728;methyl 4-bromothieno2,3-cpyridine-2-carboxylate;Methyl 4-Bromothieno[2,3-c]pyridine-2-carboxylate

Chemical Property of Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate

Chemical Property:

• Vapor Pressure: 9.46E-06mmHg at 25°C
• Refractive Index: 1.672
• Boiling Point: 372.662 °C at 760 mmHg
• PKA: 1.21±0.40(Predicted)
• Flash Point: 179.18 °C
• PSA: 67.43000
• Density: 1.697 g/cm³
• LogP: 2.84540
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 270.93026
• Heavy Atom Count: 14
• Complexity: 239

Purity/Quality:

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

Methyl4-bromothieno[2,3-c]pyridine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=NC=C2S1)Br

Technology Process of Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate

There total 4 articles about Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate 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: 77.0%

3,5-dibromopyridine-4-carboxaldehyde (70201-42-2) + Methyl thioglycolate (2365-48-2) → 4-bromo-thieno<2,3-c>pyridine-2-carboxylic acid methyl ester (145325-40-2)

Guidance literature:

With caesium carbonate; In tetrahydrofuran; at 60 ℃; for 2h; Microwave irradiation; Inert atmosphere;

Reference yield: 73.0%

3,5-dibromoisonicotinaldehyde + Methyl thioglycolate (2365-48-2) → 4-bromo-thieno<2,3-c>pyridine-2-carboxylic acid methyl ester (145325-40-2)

Guidance literature:

With caesium carbonate; In tetrahydrofuran; at 60 ℃; Inert atmosphere;

Reference yield:

3,5-dibromopyridine (625-92-3) → 4-bromo-thieno<2,3-c>pyridine-2-carboxylic acid methyl ester (145325-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

2.1: caesium carbonate / tetrahydrofuran / 60 °C / Inert atmosphere

With caesium carbonate; lithium diisopropyl amide; In tetrahydrofuran;

upstream raw materials:

3,5-dibromopyridine-4-carboxaldehyde

Methyl thioglycolate

3,5-dibromopyridine

Downstream raw materials:

methyl thieno[2,3-c]pyridine-2-carboxylate

thieno[2,3-c]pyridine-2-carboxylic acid

Refernces

• 1、 -. "Five-membered heterocyclic oxo carboxylic acid compound and medical application thereof". Paragraph 0814-0818. . Retrieved 2021/05/01.
• 2、 -. "PYRAZOLE DERIVATIVES AS MALT1 INHIBITORS". Paragraph 2528; 2529. . Retrieved 2018/07/05.