5-Bromo-4-methylpyrimidine-2-carbonitrile

Base Information

• Chemical Name: 5-Bromo-4-methylpyrimidine-2-carbonitrile
• CAS No.: 114969-80-1
• Molecular Formula: C₆H₄BrN₃
• Molecular Weight: 198.022
• DSSTox Substance ID: DTXSID501272277
• Mol file: 114969-80-1.mol

Synonyms:5-bromo-4-methylpyrimidine-2-carbonitrile;114969-80-1;2-Pyrimidinecarbonitrile, 5-bromo-4-methyl-;SCHEMBL14142809;DTXSID501272277;5-Bromo-4-methyl-2-pyrimidinecarbonitrile

Chemical Property of 5-Bromo-4-methylpyrimidine-2-carbonitrile

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 196.95886
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

5-Bromo-4-methylpyrimidine-2-carbonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=NC(=NC=C1Br)C#N

Technology Process of 5-Bromo-4-methylpyrimidine-2-carbonitrile

There total 5 articles about 5-Bromo-4-methylpyrimidine-2-carbonitrile 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: 73.0%

sodium cyanide (773837-37-9) + 5-bromo-2-chloro-4-methyl-pyrimidine (633328-95-7) → 5-bromo-4-methylpyrimidine-2-carbonitrile (114969-80-1)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In water; dimethyl sulfoxide;

Reference yield: 72.0%

trimethylsilyl cyanide (7677-24-9) + 5-Bromo-4-methyl-pyrimidine 1-oxide (114969-56-1) → 5-bromo-4-methylpyrimidine-2-carbonitrile (114969-80-1) + 5-bromo-6-methylpyrimidine-4-carbonitrile (114969-85-6)

Guidance literature:

With triethylamine; In acetonitrile; for 4h; Yields of byproduct given; Ambient temperature;

Reference yield:

5-bromo-4-chloro-6-methylpyrimidine (3438-55-9) → 5-bromo-4-methylpyrimidine-2-carbonitrile (114969-80-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 51 percent / tosylhydrazine / CHCl₃ / 12 h / Heating

2: 20 percent / MoO₃, 30percent H₂O₂ / acetic acid / 16 h / 40 °C

3: Et₃N / acetonitrile / 4 h / Ambient temperature

With dihydrogen peroxide; triethylamine; toluene-4-sulfonic acid hydrazide; molybdenum(VI) oxide; In chloroform; acetic acid; acetonitrile;

upstream raw materials:

trimethylsilyl cyanide

5-Bromo-4-methyl-pyrimidine 1-oxide

5-bromo-4-methylpyrimidine

5-bromo-4-chloro-6-methylpyrimidine

Downstream raw materials:

methyl 5-bromo-4-methylpyrimidine-2-carboxylate