4-azepan-1-yl-6-ethylthieno[2,3-d]pyrimidine hydrochloride

Base Information

• Chemical Name: 4-azepan-1-yl-6-ethylthieno[2,3-d]pyrimidine hydrochloride
• CAS No.: 5251-81-0
• Molecular Formula: C14H20ClN3S
• Molecular Weight: 249.223
• Mol file: 5251-81-0.mol

Synonyms:(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid ethyl ester;Ethyl N-phthalimidoxyacetate;ethyl [(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)oxy]acetate;

Chemical Property of 4-azepan-1-yl-6-ethylthieno[2,3-d]pyrimidine hydrochloride

Chemical Property:

• Vapor Pressure: 3.33E-07mmHg at 25°C
• Boiling Point: 378°Cat760mmHg
• Flash Point: 182.4°C
• PSA: 72.91000
• Density: 1.38g/cm³
• LogP: 0.71520

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Ethyl 2-((1,3-Dioxoisoindolin-2-yl)oxy)acetate is an intermediate formed in the synthesis of Cefixime Ethyl Ester Sodium Salt (C242830), an ester impurity of the third generation cephalosporin antibiotic, Cefixime (C242800).

Technology Process of 4-azepan-1-yl-6-ethylthieno[2,3-d]pyrimidine hydrochloride

There total 5 articles about 4-azepan-1-yl-6-ethylthieno[2,3-d]pyrimidine hydrochloride 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: 83.0%

N-hydroxyphthalimide (524-38-9) + ethyl 2-hydroxyacetate (623-50-7) → N-(ethoxy carbonyl methoxy)-phthalimide (5251-81-0)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

DOI:10.1002/anie.201710895

Reference yield: 80.0%

sodium salt of 2-hydroxy-1H-isoindole-1,3(2H)-dione (70206-52-9) + ethyl bromoacetate (105-36-2) → N-(ethoxy carbonyl methoxy)-phthalimide (5251-81-0)

Guidance literature:

In water; acetone; for 16h; Ambient temperature;

DOI:10.1021/jm00105a059

Reference yield: 77.0%

N-hydroxyphthalimide (524-38-9) + ethyl bromoacetate (105-36-2) → N-(ethoxy carbonyl methoxy)-phthalimide (5251-81-0)

Guidance literature:

With Aliquat 336; potassium carbonate; In neat (no solvent); at 20 ℃; for 2h;

upstream raw materials:

N-hydroxyphthalimide

ethyl bromoacetate

sodium salt of 2-hydroxy-1H-isoindole-1,3(2H)-dione

ethyl 2-hydroxyacetate

Downstream raw materials:

ethyl 2-(aminooxy)-acetate

phthalimide

glyoxylic acid ethyl ester

O-Ethoxycarbonylmethylhydroxylamine hydrochloride

Refernces

• 1、 -. "HYDROXAMATE COMPOUNDS AS ANTAGONISTS OF THE ADENOSINE A2A RECEPTOR". Paragraph 00548. . Retrieved 2021/01/23.
• 2、 Escudero, Julien,Bellosta, Véronique,Cossy, Janine. "Rhodium-Catalyzed Cyclization of O,ω-Unsaturated Alkoxyamines: Formation of Oxygen-Containing Heterocycles". supporting information. p. 574 - 578. Retrieved 2018/02/21.