Methyl thieno[3,2-b]pyridine-6-carboxylate

Base Information

• Chemical Name: Methyl thieno[3,2-b]pyridine-6-carboxylate
• CAS No.: 212571-01-2
• Molecular Formula: C9H7NO2S
• Molecular Weight: 193.2224
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60571923
• Nikkaji Number: J980.521D
• Wikidata: Q72508409
• Mol file: 212571-01-2.mol

Synonyms:Methyl thieno[3,2-b]pyridine-6-carboxylate;212571-01-2;THIENO[3,2-B]PYRIDINE-6-CARBOXYLIC ACID METHYL ESTER;SCHEMBL21621626;DTXSID60571923;AKOS006307639;TS-02740;Methylthieno[3,2-b]pyridine-6-carboxylate

Chemical Property of Methyl thieno[3,2-b]pyridine-6-carboxylate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Boiling Point: 295.191°C at 760 mmHg
• PKA: 2.61±0.40(Predicted)
• Flash Point: 132.327°C
• PSA: 67.43000
• Density: 1.34g/cm³
• LogP: 2.08290
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 193.01974964
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

≥95% ^*data from raw suppliers

METHYL THIENO[3,2-B]PYRIDINE-6-CARBOXYLATE 95% ^*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=CS2)N=C1

Technology Process of Methyl thieno[3,2-b]pyridine-6-carboxylate

There total 8 articles about Methyl thieno[3,2-b]pyridine-6-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: 75.0%

(E)-methyl 2-(aminomethyl)-3-(thiophen-2-yl)acrylate (73410-75-0) → methyl thieno[3,2-b]pyridine-6-carboxylate (212571-01-2)

Guidance literature:

(E)-methyl 2-(aminomethyl)-3-(thiophen-2-yl)acrylate; With iodine; In chloroform; for 0.0833333h;

With potassium carbonate; In chloroform; at 20 ℃; for 0.5h;

DOI:10.1021/ol303109m

Reference yield: 66.0%

3-aminothiophene (17721-06-1) + methyl 3,3-dimethoxypropionate (7424-91-1) → methyl thieno[3,2-b]pyridine-6-carboxylate (212571-01-2)

Guidance literature:

With hydrogenchloride; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00565-1

Reference yield:

thiophene-2-carbaldehyde (98-03-3) → methyl thieno[3,2-b]pyridine-6-carboxylate (212571-01-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1,4-diaza-bicyclo[2.2.2]octane / 0.5 h / 20 °C

2.1: pyridine / dichloromethane / 3 h / 0 - 20 °C

3.1: methanol; ammonia / 1 h / 20 °C

4.1: iodine / chloroform / 0.08 h

4.2: 0.5 h / 20 °C

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; methanol; ammonia; iodine; In dichloromethane; chloroform; 1.1: |Morita-Baylis-Hillman Alkylation;

DOI:10.1021/ol303109m

upstream raw materials:

3-aminothiophene

methyl 3,3-dimethoxypropionate

(E)-3-(3-Amino-thiophen-2-yl)-acrylic acid methyl ester

3,3-dimethoxypropionitrile

Refernces

• 1、 Berkaoui, M'hamed,Outurquin, Francis,Paulmier, Claude. "α-vinylation of β-aminothiophene derivatives. Synthesis of 6- functionalized thieno[3,2-b]pyridines". . p. 9055 - 9066. Retrieved 2007/10/03.