Ethyl 2-(5-bromopyrimidin-2-yl)-2-cyanoacetate

Base Information

• Chemical Name: Ethyl 2-(5-bromopyrimidin-2-yl)-2-cyanoacetate
• CAS No.: 65364-66-1
• Molecular Formula: C₉H₈BrN₃O₂
• Molecular Weight: 270.085
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID30534909
• Mol file: 65364-66-1.mol

Synonyms:Ethyl 2-(5-bromopyrimidin-2-yl)-2-cyanoacetate;65364-66-1;ethyl (5-bromopyrimidin-2-yl)(cyano)acetate;2-Pyrimidineaceticacid, 5-bromo-a-cyano-,ethyl ester;AMY1751;DTXSID30534909;ZEGHGHAHJGTOPM-UHFFFAOYSA-N;SB59946;Ethyl2-(5-bromopyrimidin-2-yl)-2-cyanoacetate

Chemical Property of Ethyl 2-(5-bromopyrimidin-2-yl)-2-cyanoacetate

Chemical Property:

• Boiling Point: 362.931 °C at 760 mmHg
• Flash Point: 173.295 °C
• PSA: 75.87000
• Density: 1.57 g/cm³
• LogP: 1.40938
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 268.97999
• Heavy Atom Count: 15
• Complexity: 268

Purity/Quality:

99% ^*data from raw suppliers

ETHYL2-(5-BROMOPYRIMIDIN-2-YL)-2-CYANOACETATE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C#N)C1=NC=C(C=N1)Br

Technology Process of Ethyl 2-(5-bromopyrimidin-2-yl)-2-cyanoacetate

There total 2 articles about Ethyl 2-(5-bromopyrimidin-2-yl)-2-cyanoacetate 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: 90.0%

5-Bromo-2-chloropyrimidine (32779-36-5) + sodium salt of ethyl cyanoacetate → ethyl (5-bromopyrimidin-2-yl)(cyano)acetate (65364-66-1)

Guidance literature:

at 70 ℃; for 3h;

DOI:10.1007/BF00508683

Reference yield: 24.0%

ethyl 2-cyanoacetate (105-56-6) + 2,5-dibromopyrimidine (32779-37-6) → ethyl (5-bromopyrimidin-2-yl)(cyano)acetate (65364-66-1)

Guidance literature:

ethyl 2-cyanoacetate; With sodium hydride; In tetrahydrofuran; for 0.166667h;

2,5-dibromopyrimidine; In tetrahydrofuran; at 20 ℃; for 6h;

With hydrogenchloride; In water;

Reference yield: 43.0%

ethyl (5-bromopyrimidin-2-yl)(cyano)acetate (65364-66-1) → 2-(5-bromopyrimidin-2-yl)acetonitrile (831203-15-7)

Guidance literature:

ethyl (5-bromopyrimidin-2-yl)(cyano)acetate; With sodium chloride; In water; dimethyl sulfoxide; at 120 ℃; for 3h;

With sodium hydroxide; In water;

upstream raw materials:

5-Bromo-2-chloropyrimidine

ethyl 2-cyanoacetate

2,5-dibromopyrimidine

Downstream raw materials:

2-(5-bromopyrimidin-2-yl)acetonitrile

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