4-Chloro-5-methoxypyrimidine

Base Information

• Chemical Name: 4-Chloro-5-methoxypyrimidine
• CAS No.: 695-85-2
• Molecular Formula: C5H5 Cl N2 O
• Molecular Weight: 144.56
• Hs Code.: 2933599090
• European Community (EC) Number: 864-735-6
• DSSTox Substance ID: DTXSID00451598
• Nikkaji Number: J932.475E
• Wikidata: Q72453496
• Mol file: 695-85-2.mol

Synonyms:4-Chloro-5-methoxypyrimidine;695-85-2;4-Chloro-5-methoxy-pyrimidine;MFCD09966063;Pyrimidine, 4-chloro-5-methoxy-;4-chloro-5-methoxypyrimidine-;AMY080;SCHEMBL3081479;Pyrimidine, 4-chloro-5-methoxy- (6CI,7CI,8CI,9CI);DTXSID00451598;CTMIYYREUVYVEL-UHFFFAOYSA-N;AKOS006310697;CS-W018677;GS-6685;SB18557;AC-26673;SY021535;1-(4-chlorobenzyl)hydrazinedihydrochloride;FT-0762370;EN300-98352;A848086;J-515063;F2147-1086

Chemical Property of 4-Chloro-5-methoxypyrimidine

Chemical Property:

• Vapor Pressure: 0.155mmHg at 25°C
• Melting Point: 63-64℃
• Refractive Index: 1.52
• Boiling Point: 221.9ºC at 760 mmHg
• PKA: 0.17±0.16(Predicted)
• Flash Point: 88ºC
• PSA: 35.01000
• Density: 1.292g/cm3
• LogP: 1.13860
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 144.0090405
• Heavy Atom Count: 9
• Complexity: 91

Purity/Quality:

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

4-chloro-5-methoxypyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CN=CN=C1Cl

Technology Process of 4-Chloro-5-methoxypyrimidine

There total 5 articles about 4-Chloro-5-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: 86.0%

5-methoxy-4(3H)-pyrimidinone (695-87-4,71133-22-7) → 4-chloro-5-methoxy-pyrimidine (695-85-2)

Guidance literature:

5-methoxy-4(3H)-pyrimidinone; With trichlorophosphate; at 0 ℃; Inert atmosphere; Reflux;

With potassium carbonate; In water; pH=7;

DOI:10.1016/j.ejmech.2009.05.012

Reference yield: 74.0%

5-methoxypyrimidin-4-ol (695-87-4,71133-25-0) → 4-chloro-5-methoxy-pyrimidine (695-85-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate;

DOI:10.1021/jo971368q

Reference yield: 32.0%

2,4-dichloro-5-methoxypyrimidine (19646-07-2) → 4-chloro-5-methoxy-pyrimidine (695-85-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 25 ℃; for 3h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.molcata.2014.06.012

upstream raw materials:

5-methoxypyrimidin-4-ol

5-methoxy-4(3H)-pyrimidinone

2,4-dichloro-5-methoxypyrimidine

Downstream raw materials:

avitriptan

5-methoxy-4-piperazin-1-yl-pyrimidine

amino-4 methoxy-5 pyrimidine

4-(4-t-butylbenzyloxy)-5-methoxypyrimidine

Refernces

• 1、 Le, Phuong T.,Richardson, Paul F.,Sach, Neal W.,Xin, Shuibo,Ren, Shijian,Xiao, Jiezhan,Xue, Liangliang. "Development of a Scalable Synthesis of 4-Aminopyrimidin-5-ol, a Versatile Intermediate". . p. 639 - 645. Retrieved 2015/06/30.
• 2、 Myllymaeki, Mikko J.,Kaesnaenen, Heikki,Kataja, Antti O.,Lahtela-Kakkonen, Maija,Saario, Susanna M.,Poso, Antti,Koskinen, Ari M.P.. "Chiral 3-(4,5-dihydrooxazol-2-yl)phenyl alkylcarbamates as novel FAAH inhibitors: Insight into FAAH enantioselectivity by molecular docking and interaction fields". experimental part. p. 4179 - 4191. Retrieved 2009/12/04.