5-Bromo-4-chloro-6-methylpyrimidine

Base Information

• Chemical Name: 5-Bromo-4-chloro-6-methylpyrimidine
• CAS No.: 3438-55-9
• Molecular Formula: C5H4BrClN2
• Molecular Weight: 207.457
• Hs Code.: 2933599090
• European Community (EC) Number: 841-277-5
• DSSTox Substance ID: DTXSID20399089
• Nikkaji Number: J2.957.201A
• Wikidata: Q82201435
• Mol file: 3438-55-9.mol

Synonyms:5-bromo-4-chloro-6-methylpyrimidine;3438-55-9;Pyrimidine, 5-bromo-4-chloro-6-methyl-;MFCD00234032;SCHEMBL856372;DTXSID20399089;COSNNPGRFRGVPC-UHFFFAOYSA-N;AMY10274;BCP19475;4-Chloro-5-bromo-6-methylpyrimidine;AKOS015155420;CS-W002546;GS-5807;SB15716;Pyrimidine,5-bromo-4-chloro-6-methyl-;SY024261;FT-0646138;EN300-107349;A874999;J-517081;Z1269217093

Chemical Property of 5-Bromo-4-chloro-6-methylpyrimidine

Chemical Property:

• Vapor Pressure: 0.0109mmHg at 25°C
• Melting Point: 55.0-55.5 °C
• Refractive Index: 1.576
• Boiling Point: 271.2 °C at 760 mmHg
• PKA: -0.69±0.26(Predicted)
• Flash Point: 117.8 °C
• PSA: 25.78000
• Density: 1.724 g/cm³
• LogP: 2.20090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 205.92464
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

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

5-Bromo-4-chloro-6-methylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NC=N1)Cl)Br

Technology Process of 5-Bromo-4-chloro-6-methylpyrimidine

There total 3 articles about 5-Bromo-4-chloro-6-methylpyrimidine 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: 91.0%

5-bromo-6-methylpyrimidin-4-ol (3438-52-6) → 5-bromo-4-chloro-6-methylpyrimidine (3438-55-9)

Guidance literature:

With trichlorophosphate; at 20 ℃; for 3h; Inert atmosphere; Reflux;

DOI:10.1055/s-0030-1259976

Reference yield:

4-hydroxy-6-methylpyrimidine (3524-87-6,156647-96-0) → 5-bromo-4-chloro-6-methylpyrimidine (3438-55-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / acetonitrile / 1 h / 20 °C / Inert atmosphere

2: trichlorophosphate / 3 h / 20 °C / Inert atmosphere; Reflux

With N-Bromosuccinimide; trichlorophosphate; In acetonitrile;

DOI:10.1055/s-0030-1259976

Reference yield:

→ 5-bromo-4-chloro-6-methylpyrimidine (3438-55-9)

Guidance literature:

5-Brom-6-hydroxy-4-methyl-pyrimidin, Phosphorylchlorid (Δ);

upstream raw materials:

5-bromo-6-methylpyrimidin-4-ol

4-hydroxy-6-methylpyrimidine

Downstream raw materials:

5-bromo-4-methoxy-6-methylpyrimidine

5-bromo-6-methylpyrimidine-4-carbonitrile

5-bromo-N,6-dimethylpyrimidin-4-amine

N,N-diethyl-4-fluoro-2-(4-methoxy-6-methylpyrimidin-5-yl)benzamide

Refernces