4-(4,6-Dichloropyrimidin-2-yl)morpholine

Base Information

• Chemical Name: 4-(4,6-Dichloropyrimidin-2-yl)morpholine
• CAS No.: 10397-13-4
• Molecular Formula: C8H9Cl2N3O
• Molecular Weight: 234.085
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID00378175
• Nikkaji Number: J3.137.060D
• Wikidata: Q72468099
• Mol file: 10397-13-4.mol

Synonyms:4-(4,6-Dichloropyrimidin-2-yl)morpholine;10397-13-4;4-(4,6-DICHLORO-PYRIMIDIN-2-YL)-MORPHOLINE;4-(4,6-Dichloro-2-pyrimidyl)morpholine;2-Morpholine-4,6-dichloropyrimidine;2-MORPHOLINO-4,6-DICHLOROPYRIMIDINE;Morpholine, 4-(4,6-dichloro-2-pyrimidinyl)-;MFCD05022359;SCHEMBL1617856;DTXSID00378175;OXCOCPRVQUEIOL-UHFFFAOYSA-N;CS-M0291;4,6-dichloro-2-morpholinopyrimidine;STK943833;AKOS000274720;AB21529;DS-1933;AC-25699;SY022405;2-(4-Morpholino)-4,6-dichloropyrimidine;4,6-dichloro-2-(morpholine-4-yl)pyrimidine;5-Chloro-2-methyl-4-pyrimidinecarboxylicacid;AM20070689;D4069;FT-0649170;EN300-237595;4-(4,6-DICHLORO-2-PYRIMIDINYL)MORPHOLINE;J-513444;F1415-0001

Chemical Property of 4-(4,6-Dichloropyrimidin-2-yl)morpholine

Chemical Property:

• Appearance/Colour: White or off-white crystal powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 139.0 to 143.0 °C
• Refractive Index: 1.577
• Boiling Point: 392.909 °C at 760 mmHg
• PKA: -1.07±0.50(Predicted)
• Flash Point: 191.425 °C
• PSA: 38.25000
• Density: 1.435 g/cm³
• LogP: 1.68500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Toluene
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 233.0122673
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

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

4-(4,6-Dichloropyrimidin-2-yl)morpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=NC(=CC(=N2)Cl)Cl

Technology Process of 4-(4,6-Dichloropyrimidin-2-yl)morpholine

There total 10 articles about 4-(4,6-Dichloropyrimidin-2-yl)morpholine 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: 84.0%

4-(4,6-dichloro-5-(trimethylsilyl)pyrimidin-2-yl)morpholine → 4,6-dichloro-2-(morpholine-4-yl)pyrimidine (10397-13-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In toluene; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b00799

Reference yield: 79.0%

morpholine (110-91-8,99108-56-2) + 2,4,6-trichloropyrimidine (3764-01-0) → 4,6-dichloro-2-(morpholine-4-yl)pyrimidine (10397-13-4) + 4-(2,6-dichloropyrimidin-4-yl)morpholine (52127-83-0)

Guidance literature:

In acetone; at 0 - 20 ℃; for 0.5h;

DOI:10.3390/molecules23071675

Reference yield: 74.0%

morpholine (110-91-8,99108-56-2) + 2,4,6-trichloropyrimidine (3764-01-0) → 4,6-dichloro-2-(morpholine-4-yl)pyrimidine (10397-13-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1021/acs.jmedchem.9b00622

upstream raw materials:

1,1'-oxybis(2-bromo-ethane)

2-Amino-4,6-dichloropyrimidine

morpholine

2,4,6-trichloropyrimidine

Downstream raw materials:

2,4-[bis(morpholino)]-6-chloropyrimidine

N-[2-[(6-chloro-2-morpholin-4-yl-pyrimidin-4-yl)amino]phenyl]-2,2,2-trifluoro-acetamide

Refernces

• 1、 Wright, Emily W.,Nelson, Ronald A.,Karpova, Yelena,Kulik, George,Welker, Mark E.. "Synthesis and PI3 kinase inhibition activity of some novel trisubstituted morpholinopyrimidines". . p. 1 - 13. Retrieved 2018.
• 2、 -. "INHIBITORS OF RAF KINASES". Paragraph 00609; 00611. . Retrieved 2021/04/30.
• 3、 -. "PARP (poly-ADP-ribose polymerase)-1 and PI3K (phosphatidylinositol-3-kinase) dual target inhibitors containing phthalazine-1(2H)-ketone structure". Paragraph 0103-0106. . Retrieved 2019/06/08.