2-Bromo-4-methylpyrimidine

Base Information

• Chemical Name: 2-Bromo-4-methylpyrimidine
• CAS No.: 130645-48-6
• Molecular Formula: C5H5BrN2
• Molecular Weight: 173.012
• Hs Code.: 29335990
• European Community (EC) Number: 694-410-2
• DSSTox Substance ID: DTXSID90449166
• Nikkaji Number: J1.262.050K
• Wikidata: Q72447960
• Mol file: 130645-48-6.mol

Synonyms:2-Bromo-4-methylpyrimidine;130645-48-6;Pyrimidine, 2-bromo-4-methyl-;2-bromo-4-methyl-pyrimidine;MFCD04037883;2-bromo-4-methyl pyrimidine;SCHEMBL366280;DTXSID90449166;UZIJEBOLOXOVFY-UHFFFAOYSA-N;2-Bromo-4-methylpyrimidine, 97%;AC-182;AKOS005255148;CS-W007532;SB57250;DS-10565;SY029103;AM20080219;FT-0600950;EN300-117768;J-508314;Z1065587482

Chemical Property of 2-Bromo-4-methylpyrimidine

Chemical Property:

• Appearance/Colour: Yellow power
• Vapor Pressure: 0.015mmHg at 25°C
• Melting Point: 45-50℃
• Refractive Index: 1.558
• Boiling Point: 264.96 °C at 760 mmHg
• PKA: -1.06±0.20(Predicted)
• Flash Point: 114.044 °C
• PSA: 25.78000
• Density: 1.597 g/cm³
• LogP: 1.54750
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 171.96361
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

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

2-Bromo-4-methylpyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=NC=C1)Br
• Uses: 2-Bromo-4-methylpyrimidine is used as pharmaceutical intermediate.

Technology Process of 2-Bromo-4-methylpyrimidine

There total 3 articles about 2-Bromo-4-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: 80.0%

2-chloro-4-methylpyrimidine (13036-57-2) → 2-bromo-4-methyl-pyrimidine (130645-48-6)

Guidance literature:

With phosphorus tribromide;

DOI:10.1016/S0040-4039(00)00007-1

Reference yield: 23.0%

4-Methyl-pyrimidin-2-ylamin (108-52-1) → 2-bromo-4-methyl-pyrimidine (130645-48-6)

Guidance literature:

With hydrogen bromide; sodium bromide; sodium nitrite; In water; at -5 - 5 ℃; for 4h;

DOI:10.1002/hlca.19920750517

Reference yield:

2-hydroxy-4-methylpyrimidine (15231-48-8) → 2-bromo-4-methyl-pyrimidine (130645-48-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / phosphorus oxychloride

2: 80 percent / phosphorus tribromide

With phosphorus tribromide; trichlorophosphate; 1: Chlorination / 2: Bromination;

DOI:10.1016/S0040-4039(00)00007-1

upstream raw materials:

4-Methyl-pyrimidin-2-ylamin

2-chloro-4-methylpyrimidine

2-hydroxy-4-methylpyrimidine

Downstream raw materials:

ADX88178

1-(4-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-2-(4-methylpyrimidin-2-ylamino)thiazol-5-yl)ethanone

4-methyl-2-(3,4,5-Trimethoxyphenyl)-pyrimidine

2-(6-phenylethynyl-2-pyridinyl)-4-methylpyrimidine

Refernces

• 1、 Hargreaves, Stephanie L.,Pilkington, Brian L.,Russell, Sally E.,Worthington, Paul A.. "The synthesis of substituted pyridylpyrimidine fungicides using palladium-catalysed cross-coupling reactions". . p. 1653 - 1656. Retrieved 2007/10/03.
• 2、 Mukkala, Veli-Matti,Sund, Christian,Kwiatkowski, Marek,Pasanen, Paavo,Hoegberg, Marita,et al.. "New Heteroaromatic Complexing Agents and Luminescence of Their Europium(III) and Terbium(III) Chelates". . p. 1621 - 1632. Retrieved 2007/10/02.