Ethyl 2-(3-bromopyridin-4-YL)acetate

Base Information

• Chemical Name: Ethyl 2-(3-bromopyridin-4-YL)acetate
• CAS No.: 51054-99-0
• Molecular Formula: C9H10BrNO2
• Molecular Weight: 244.0852
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60571549
• Nikkaji Number: J963.652H
• Wikidata: Q82459654
• Mol file: 51054-99-0.mol

Synonyms:ETHYL 2-(3-BROMOPYRIDIN-4-YL)ACETATE;51054-99-0;Ethyl 3-bromo-4-pyridineacetate;MFCD17011773;4-Pyridineacetic acid, 3-bromo-, ethyl ester;Ethyl 3-Bromopyridine-4-Acetate;2,4-diaminobenzophenone;(3-Bromo-pyridin-4-yl)-aceticacidethylester;SCHEMBL21855464;DTXSID60571549;Ethyl (3-bromo-4-pyridyl)acetate;BCA05499;CS-B0995;Ethyl (3-bromo-4-pyridinyl)acetate;Ethyl (3-bromopyridin-4-yl)acetate;Ethyl 2-(3-Bromo-4-pyridyl)acetate;AKOS015843377;SB13849;DS-16562;SY108630;A7553;ETHYL2-(3-BROMOPYRIDIN-4-YL)ACETATE

Chemical Property of Ethyl 2-(3-bromopyridin-4-YL)acetate

Chemical Property:

• Boiling Point: 296.305 °C at 760 mmHg
• PKA: 2.93±0.18(Predicted)
• Flash Point: 133.001 °C
• PSA: 39.19000
• Density: 1.452 g/cm³
• LogP: 1.94970
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 242.98949
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

98%min ^*data from raw suppliers

ethyl2-(3-bromopyridin-4-yl)acetate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CC1=C(C=NC=C1)Br

Technology Process of Ethyl 2-(3-bromopyridin-4-YL)acetate

There total 3 articles about Ethyl 2-(3-bromopyridin-4-YL)acetate 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: 100.0%

3-Bromo-4-methylpyridin (3430-22-6) + Diethyl carbonate (105-58-8,76619-83-5) → ethyl 2-(3-bromopyridin-4-yl)acetate (51054-99-0)

Guidance literature:

3-Bromo-4-methylpyridin; With lithium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 2.5h;

Diethyl carbonate; In tetrahydrofuran; for 12h;

DOI:10.1021/acs.orglett.6b00523

Reference yield:

ethanol (64-17-5) + C7H6BrNO2 (1227592-44-0) → ethyl 2-(3-bromopyridin-4-yl)acetate (51054-99-0)

Guidance literature:

With sulfuric acid; at 0 - 80 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00617

Reference yield:

→ ethyl 2-(3-bromopyridin-4-yl)acetate (51054-99-0)

Guidance literature:

DOI:10.1002/jhet.5570100505

upstream raw materials:

3-Bromo-4-methylpyridin

Diethyl carbonate

ethanol

C₇H₆BrNO₂

Downstream raw materials:

ethyl 2-(3-bromopyridin-4-yl)-2-methylpropanoate

spiro[cyclopropane-1,3'-pyrrolo[2,3-c]pyridin]-2'(1'H)-one

2-(3-bromo-4-pyridyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide

Refernces

• 1、 Zhang, Ge,Li, Meng-Yao,Ye, Wen-Bo,He, Zhi-Tao,Feng, Chen-Guo,Lin, Guo-Qiang. "Borylation of Unactivated C(sp3)-H Bonds with Bromide as a Traceless Directing Group". supporting information. p. 2948 - 2953. Retrieved 2021/05/05.
• 2、 Jackl, Moritz K.,Kreituss, Imants,Bode, Jeffrey W.. "Synthesis of Tetrahydronaphthyridines from Aldehydes and HARP Reagents via Radical Pictet-Spengler Reactions". supporting information. p. 1713 - 1715. Retrieved 2016/05/19.