2,4-Dichloro-6-methoxypyrimidine

Base Information

• Chemical Name: 2,4-Dichloro-6-methoxypyrimidine
• CAS No.: 43212-41-5
• Molecular Formula: C5H4 Cl2 N2 O
• Molecular Weight: 179.006
• Hs Code.: 2933599090
• European Community (EC) Number: 803-896-9
• DSSTox Substance ID: DTXSID20396917
• Nikkaji Number: J270.675J
• Wikidata: Q82197878
• Mol file: 43212-41-5.mol

Synonyms:2,4-dichloro-6-methoxypyrimidine;43212-41-5;2,4-dichloro-6-methoxy-pyrimidine;Pyrimidine, 2,4-dichloro-6-methoxy-;MFCD00955635;6-methoxy-2,4-dichloropyrimidine;SCHEMBL2339978;6methoxy-2,4-dichloropyrimidine;AMY3664;DTXSID20396917;ZSNZDRHTTWBNGI-UHFFFAOYSA-N;BCP21650;AKOS006273990;CS-W002709;MB01592;AC-27682;DS-10648;SY028731;FT-0648583;PYRIMIDINE,2,4-DICHLORO-6-METHOXY-;2,4-dichloro-6-methoxypyrimidine, AldrichCPR;A826226;J-507155;2,4-Dichloro-6-methoxy-1,3-diazine;2,6-Dichloro-4-methoxypyrimidine

Chemical Property of 2,4-Dichloro-6-methoxypyrimidine

Chemical Property:

• Boiling Point: 263.2±20.0 °C(Predicted)
• PKA: -4.54±0.30(Predicted)
• PSA: 35.01000
• Density: 1.446±0.06 g/cm3(Predicted)
• LogP: 1.79200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 177.9700681
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

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

2,4-Dichloro-6-methoxypyrimidine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=NC(=N1)Cl)Cl
• Uses: 2,4-Dichloro-6-methoxypyrimidine is an intermediate used to prepare piperazinyl pyrimidine derivatives as γ-secretase modulators. It is also used in the synthesis of α-azinylalkylamino-substituted (thiazolylamino)pyrimidines and -pyrazines as selective JAK2 inhibitors.

Technology Process of 2,4-Dichloro-6-methoxypyrimidine

There total 7 articles about 2,4-Dichloro-6-methoxypyrimidine 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: 30.0%

6-methoxypyrimidine-2,4-diol (29458-38-6) → 2,4-dichloro-6-methoxypyrimidine (43212-41-5)

Guidance literature:

With phosphorus (III) oxychloride; for 4h; Heating / reflux;

Reference yield:

methanol (67-56-1) + 2,4,6-trichloropyrimidine (3764-01-0) → 2,4-dichloro-6-methoxypyrimidine (43212-41-5) + 4,6-dichloro-2-methoxypyrimidine (1074-40-4)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; In dimethyl sulfoxide; Overall yield = 55 %;

DOI:10.1021/op300120r

Reference yield:

2,4,6-trichloropyrimidine (3764-01-0) → 2,4-dichloro-6-methoxypyrimidine (43212-41-5)

Guidance literature:

With methanol; sodium methylate;

upstream raw materials:

2,4,6-trichloropyrimidine

6-methoxypyrimidine-2,4-diol

methanol

sodium methylate

Downstream raw materials:

6-chloro-2,4-dimethoxypyrimidine

4-methoxypyrimidine

2-amino-4-chloro-6-methoxypyrimidine

4-methoxypyrimidin-2-amine

Refernces

• 1、 -. "NOVEL PYRIMIDINE DERIVATIVES, PREPARATION THEREOF, AND PHARMACEUTICAL USE THEREOF AS AKT(PKB) PHOSPHORYLATION INHIBITORS". Paragraph 1615-1618. . Retrieved 2013/10/22.
• 2、 Ioannidis, Stephanos,Lamb, Michelle L.,Almeida, Lynsie,Guan, Huiping,Peng, Bo,Bebernitz, Geraldine,Bell, Kirsten,Alimzhanov, Marat,Zinda, Michael. "Replacement of pyrazol-3-yl amine hinge binder with thiazol-2-yl amine: Discovery of potent and selective JAK2 inhibitors". scheme or table. p. 1669 - 1673. Retrieved 2010/08/20.