Furo[2,3-b]pyridine-2-carboxylic acid, 3-amino-, ethyl ester (9CI)

Base Information

• Chemical Name: Furo[2,3-b]pyridine-2-carboxylic acid, 3-amino-, ethyl ester (9CI)
• CAS No.: 371945-06-1
• Molecular Formula: C10H10N2O3
• Molecular Weight: 206.201
• Hs Code.: 2934999090
• Mol file: 371945-06-1.mol

Synonyms:Ethyl 3-aminofuro[2,3-b]pyridine-2-carboxylate;ethyl 3-aminofuro[2,3-b]pyridine-2-carboxylate;furo[2,3-b]pyridine-2-carboxylic acid, 3-amino-, ethyl ester;3-Amino-furo[2,3-b]pyridine-2-carboxylic acid ethyl ester;

Chemical Property of Furo[2,3-b]pyridine-2-carboxylic acid, 3-amino-, ethyl ester (9CI)

Chemical Property:

• Vapor Pressure: 7.75E-05mmHg at 25°C
• Melting Point: 134 °C
• Refractive Index: 1.623
• Boiling Point: 342 °C at 760 mmHg
• PKA: 4.22±0.40(Predicted)
• Flash Point: 160.6 °C
• PSA: 78.35000
• Density: 1.319 g/cm³
• LogP: 2.16790
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

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

3-Amino-furo[2,3-b]pyridine-2-carboxylicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Furo[2,3-b]pyridine-2-carboxylic acid, 3-amino-, ethyl ester (9CI)

There total 1 articles about Furo[2,3-b]pyridine-2-carboxylic acid, 3-amino-, ethyl ester (9CI) 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: 70.0%

2-chloro-3-pyridinecarbonitrile (6602-54-6) + ethyl 2-hydroxyacetate (623-50-7) → 3-amino-furo[2,3-b]pyridine-2-carboxylic acid ethyl ester (371945-06-1)

Guidance literature:

With copper(l) iodide; caesium carbonate; at 70 ℃; for 4h;

Reference yield: 77.0%

3-amino-furo[2,3-b]pyridine-2-carboxylic acid ethyl ester (371945-06-1) + m-anisoyl chloride (1711-05-3) → ethyl 3-(3-methoxybenzamido)furo[2,3-b]pyridine-2-carboxylate (371943-69-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2.5h;

DOI:10.1016/j.bmcl.2020.127258

Reference yield:

3-amino-furo[2,3-b]pyridine-2-carboxylic acid ethyl ester (371945-06-1) → 3-(4-oxo-3,4-dihydropyrido[3′,2′:4,5]furo[3,2-d]pyrimidin-2-yl)phenyl acetate (371945-23-2)

Guidance literature:

Multi-step reaction with 7 steps

1: aq. NaOH / ethanol

2: SOCl₂ / Heating

3: aq. NH₃ / tetrahydrofuran

4: aq. NaOH / propan-2-ol / Heating

5: HBr / acetic acid / Heating

6: AcONa / Heating

With ammonium hydroxide; sodium hydroxide; thionyl chloride; hydrogen bromide; sodium acetate; In tetrahydrofuran; ethanol; acetic acid; isopropyl alcohol;

DOI:10.1016/j.bmcl.2007.02.032

upstream raw materials:

2-chloro-3-pyridinecarbonitrile

ethyl 2-hydroxyacetate

Downstream raw materials:

C₁₇H₁₃N₃O₆

ethyl 3-(3-methoxybenzamido)furo[2,3-b]pyridine-2-carboxylate

C₁₇H₁₄N₂O₄

C₁₅H₁₀N₂O₄

Refernces

• 1、 Zhao, Yanlong,Zhang, Xi,Chen, Yingyi,Lu, Shaoyong,Peng, Yuefeng,Wang, Xiang,Guo, Chengliang,Zhou, Aiwu,Zhang, Jingmiao,Luo, Yu,Shen, Qiancheng,Ding, Jian,Meng, Linghua,Zhang, Jian. "Crystal structures of PI3Kα complexed with PI103 and its derivatives: New directions for inhibitors design". supporting information. p. 138 - 142. Retrieved 2014/03/21.
• 2、 -. "INHIBITORS OF HIV REPLICATION". Page/Page column 75. . Retrieved 2010/11/03.