4-Aminopyridine-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: 4-Aminopyridine-3-carboxylic acid ethyl ester
• CAS No.: 16952-66-2
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• Hs Code.: 2933399090
• European Community (EC) Number: 871-032-8
• ChEMBL ID: CHEMBL4539907
• DSSTox Substance ID: DTXSID60576418
• Nikkaji Number: J1.744.327E
• Wikidata: Q72472518
• Mol file: 16952-66-2.mol

Synonyms:16952-66-2;Ethyl 4-aminonicotinate;4-Aminopyridine-3-carboxylic acid ethyl ester;ethyl 4-aminopyridine-3-carboxylate;4-AMINONICOTINIC ACID ETHYL ESTER;3-Pyridinecarboxylic acid, 4-amino-, ethyl ester;Ethyl4-aminonicotinate;SCHEMBL1888320;CHEMBL4539907;DTXSID60576418;YTLWFCDPORJXPP-UHFFFAOYSA-N;4-amino-nicotinic acid ethyl ester;Ethyl-4-aminopyridine-3-carboxylate;MFCD06205167;AKOS006295511;SB52622;AS-66814;CS-0343583;3-Pyridinecarboxylicacid,4-amino-,ethyl ester;EN300-93751;4-AMINOPYRIDINE-3-CARBOXYLICACIDETHYLESTER;Z1198166874

Chemical Property of 4-Aminopyridine-3-carboxylic acid ethyl ester

Chemical Property:

• Vapor Pressure: 0.00111mmHg at 25°C
• Melting Point: 109-111℃
• Refractive Index: 1.558
• Boiling Point: 300.6 °C at 760 mmHg
• PKA: 7.14±0.12(Predicted)
• Flash Point: 135.6 °C
• PSA: 65.21000
• Density: 1.192g/cm³
• LogP: 1.42170
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

98%min ^*data from raw suppliers

4-Aminopyridine-3-carboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=CN=C1)N

Technology Process of 4-Aminopyridine-3-carboxylic acid ethyl ester

There total 7 articles about 4-Aminopyridine-3-carboxylic acid ethyl ester 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: 97.0%

ethyl acetoacetate (141-97-9) + 3-methyl-5-nitro-4(3H)-pyrimidinone (17758-33-7) → 4-amino-3-ethoxycarbonylpyridine (16952-66-2)

Guidance literature:

With ammonium acetate; In methanol; for 72h; Heating;

DOI:10.1039/b205510d

Reference yield: 91.0%

ethanol (64-17-5) + 4-aminonicotinic acid trifluoroacetate salt → 4-amino-3-ethoxycarbonylpyridine (16952-66-2)

Guidance literature:

With sulfuric acid; at 85 ℃; for 18h;

DOI:10.1016/j.tetlet.2004.03.088

Reference yield: 83.0%

ethanol (64-17-5) + 4-aminonicotinic acid (7418-65-7) → 4-amino-3-ethoxycarbonylpyridine (16952-66-2)

Guidance literature:

sulfuric acid; at 100 ℃; for 96h;

DOI:10.1021/jm701582f

upstream raw materials:

ethanol

4-aminonicotinic acid

ethyl acetoacetate

3-methyl-5-nitro-4(3H)-pyrimidinone

Downstream raw materials:

ethyl 4-amido-(N-[3-phenoxy]phenylacetyl)nicotinate

4-aminonicotinoyl hydrazide

ethyl 4-(2-fluorobenzamido)nicotinate

pyrido[4,3-d]pyrimidin-4(3H)-one

Refernces

• 1、 Cheng, Yih-Dih,Hwang, Tsong-Long,Wang, Han-Hsiang,Pan, Tai-Long,Wu, Chin-Chung,Chang, Wen-Yi,Liu, Yi-Ting,Chu, Tzu-Chi,Hsieh, Pei-Wen. "Anthranilic acid-based inhibitors of phosphodiesterase: Design, synthesis, and bioactive evaluation". experimental part. p. 7113 - 7125. Retrieved 2011/11/04.
• 2、 Williams, Emma J.,Kenny, Peter W.,Kettle, Jason G.,Mwashimba, Paul G.. "Synthesis of a 5-alkoxypyrido[4,3-d]pyrimidin-4(3H)-one derivative via a regioselective Meisenheimer N-oxide rearrangement". . p. 3737 - 3739. Retrieved 2007/10/03.