4,6-Dichloro-2-(chloromethyl)pyrimidine

Base Information

• Chemical Name: 4,6-Dichloro-2-(chloromethyl)pyrimidine
• CAS No.: 19875-05-9
• Molecular Formula: C₅H₃Cl₃N₂
• Molecular Weight: 197.451
• Hs Code.: 2933599090
• European Community (EC) Number: 852-883-4
• DSSTox Substance ID: DTXSID40495618
• Wikidata: Q82343840
• Mol file: 19875-05-9.mol

Synonyms:4,6-Dichloro-2-(chloromethyl)pyrimidine;19875-05-9;2-CHLOROMETHYL-4,6-DICHLOROPYRIMIDINE;Pyrimidine, 4,6-dichloro-2-(chloromethyl)-;MFCD10697352;PYRIMIDINE,4,6-DICHLORO-2-(CHLOROMETHYL)-;SCHEMBL379234;DTXSID40495618;OGXCXLWVUKSJGE-UHFFFAOYSA-N;4,6-dichloro-2-chloromethylpyrimidine;AKOS006305079;AB59418;DS-11363;SY103384;CS-0164058;FT-0648469;EN300-100333;4 pound not6-Dichloro-2-(chloromethyl)pyrimidine;J-509030;Z1198277455;4,6-dichloro-2-(chloromethyl)pyrimidine? (Dasatinib Impurity pound(c)

Chemical Property of 4,6-Dichloro-2-(chloromethyl)pyrimidine

Chemical Property:

• Vapor Pressure: 0.038mmHg at 25°C
• Melting Point: 45 °C
• Refractive Index: 1.572
• Boiling Point: 248.5 °C at 760 mmHg
• PKA: -5.26±0.30(Predicted)
• Flash Point: 128.1 °C
• PSA: 25.78000
• Density: 1.548 g/cm³
• LogP: 2.52220
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 195.936181
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

98%min ^*data from raw suppliers

4,6-dichloro-2-(chloromethyl)pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=C(N=C1Cl)CCl)Cl

Technology Process of 4,6-Dichloro-2-(chloromethyl)pyrimidine

There total 2 articles about 4,6-Dichloro-2-(chloromethyl)pyrimidine 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: 72.0%

4-hydroxy-2-hydroxymethylpyrimidin-6(1H)-one → 4,6-dichloro-2-(chloromethyl) pyrimidine (19875-05-9)

Guidance literature:

With trichlorophosphate;

DOI:10.1007/BF02465841

Reference yield:

→ 4,6-dichloro-2-(chloromethyl) pyrimidine (19875-05-9)

Guidance literature:

4,6-Dihydroxy-2-hydroxymethyl-pyrimidin I, Phosphoroxichlorid (105grad, Bad; Ausschluss v. Feuchtigkeit);

Reference yield:

4,6-dichloro-2-(chloromethyl) pyrimidine (19875-05-9) → 2-[(E)-2-(6-fluoro-3-methylquinoxalin-2-yl)vinyl]-N-(trans-4-methoxycyclohexyl)-6-pyrrolidin-1-ylpyrimidin-4-amine (1214253-93-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / N,N-dimethyl-formamide / -2 - 0 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.67 h / 0 °C

2.2: 1 h / 20 °C

3.1: potassium tert-butylate / N,N-dimethyl-formamide; tetrahydrofuran / 0.5 h / 0 °C

3.2: 1 h / -78 °C

4.1: potassium hydroxide; XPhos / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tert-butyl alcohol / 12 h / 80 °C

With potassium tert-butylate; sodium hydride; triethylamine; potassium hydroxide; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;

Downstream raw materials:

2-[(E)-2-(6-fluoro-3-methylquinoxalin-2-yl)vinyl]-N-(trans-4-methoxycyclohexyl)-6-pyrrolidin-1-ylpyrimidin-4-amine

diethyl {[4-chloro-6-(trans-4-methoxycyclohexylamino)pyrimidin-2-yl]methyl}phosphonate

diethyl {[4-(trans-4-methoxycyclohexylamino)-6-pyrrolidin-1-ylpyrimidin-2-yl]methyl}phosphonate

2-[(E)-2-(6,7-difluoro-3-methylquinoxalin-2-yl)vinyl]-N-(trans-4-methoxycyclohexyl)-6-pyrrolidin-1-ylpyrimidin-4-amine

Refernces