Methyl 3-aminothieno[2,3-c]pyridine-2-carboxylate

Base Information

• Chemical Name: Methyl 3-aminothieno[2,3-c]pyridine-2-carboxylate
• CAS No.: 111042-91-2
• Molecular Formula: C₉H₈N₂O₂S
• Molecular Weight: 208.241
• DSSTox Substance ID: DTXSID001233795
• ChEMBL ID: CHEMBL1494764
• Mol file: 111042-91-2.mol

Synonyms:methyl 3-aminothieno[2,3-c]pyridine-2-carboxylate;111042-91-2;SMR000029170;Thieno[2,3-c]pyridine-2-carboxylic acid, 3-amino-, methyl ester (9CI);MLS000093552;3-aminothieno[2,3-c]pyridine-2-carboxylic acid methyl ester;SCHEMBL7836288;CHEMBL1494764;BDBM39243;cid_2764765;VAAFWMASRDVMQF-UHFFFAOYSA-N;DTXSID001233795;HMS2483G06;MFCD04124001;AKOS004917268;CCG-138877;CS-0043147;2-carbomethoxy-3-aminothieno[2,3-c]pyridine;EN300-122210;W17083;10D-065;A907953;methyl3-aminothieno[2,3-c]pyridine-2-carboxylate;SR-01000099535;methyl 3-azanylthieno[2,3-c]pyridine-2-carboxylate;Methyl-3-aminothieno[2,3-c]pyridine-2-carboxylate;SR-01000099535-1;3-amino-2-thieno[2,3-c]pyridinecarboxylic acid methyl ester

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

Chemical Property:

• PSA: 93.45000
• LogP: 2.24630
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 208.03064868
• Heavy Atom Count: 14
• Complexity: 237

Purity/Quality:

97% ^*data from raw suppliers

Methyl 3-aminothieno[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=C(C2=C(S1)C=NC=C2)N

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

There total 2 articles about Methyl 3-aminothieno[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: 80.0%

3-chloro-isonicotinonitrile (68325-15-5) + Methyl thioglycolate (2365-48-2) → 3-amino-2-carbomethoxythieno[2,3-c]pyridine (111042-91-2)

Guidance literature:

With potassium carbonate; In acetonitrile; at 25 ℃; for 3h; Reflux;

Reference yield:

pyridine-4-carbonitrile (100-48-1) → 3-amino-2-carbomethoxythieno[2,3-c]pyridine (111042-91-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2,2,6,6-tetramethyl-piperidine / tetrahydrofuran / 0.5 h / -78 - 25 °C

1.2: 0.5 h / -78 °C

2.1: potassium carbonate / acetonitrile / 3 h / 25 °C / Reflux

With 2,2,6,6-tetramethyl-piperidine; potassium carbonate; In tetrahydrofuran; acetonitrile;

Reference yield:

3-amino-2-carbomethoxythieno[2,3-c]pyridine (111042-91-2) → methyl 3-((3-chloro-4-fluorophenyl)amino)thieno[2,3-c]pyridin-2-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1: copper(I) bromide; hydrogen bromide; sodium nitrite / water / 1 h / -10 °C

2: caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 16 h / 100 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; hydrogen bromide; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; copper(I) bromide; sodium nitrite; In water; toluene;

upstream raw materials:

3-chloro-isonicotinonitrile

Methyl thioglycolate

pyridine-4-carbonitrile