5-Chloro-2-hydroxypyrimidine

Base Information

• Chemical Name: 5-Chloro-2-hydroxypyrimidine
• CAS No.: 54326-16-8
• Deprecated CAS: 107646-95-7
• Molecular Formula: C4H3ClN2O
• Molecular Weight: 130.534
• Hs Code.: 2933599090
• European Community (EC) Number: 259-106-2
• DSSTox Substance ID: DTXSID0068947
• Nikkaji Number: J125.934B
• Wikidata: Q72458932
• Mol file: 54326-16-8.mol

Synonyms:5-chloropyrimidin-2-one;5-chloropyrimidin-2-one hydrochloride;5-chloropyrimidin-2-one monohydrochloride

Chemical Property of 5-Chloro-2-hydroxypyrimidine

Chemical Property:

• Appearance/Colour: off-white Solid
• Melting Point: 237-238 °C (decomp)
• Refractive Index: 1.632
• PKA: 7.62±0.10(Predicted)
• PSA: 45.75000
• Density: 1.55 g/cm^3/sup>
• LogP: 0.42330
• Storage Temp.: 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 129.9933904
• Heavy Atom Count: 8
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

5-?Chloro-?2-?hydroxypyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=O)N1)Cl
• Uses: 5-?Chloro-?2-?hydroxypyrimidine is used to prepare dimethoxy-pyrrolidylquinazolines as brain penetrable PDE10A inhibitors. It is also used in the synthesis of platinum(II) hydroxypyrimidinato ethylenediamine tetranuclear metallacalix[4]arene complexes.

Technology Process of 5-Chloro-2-hydroxypyrimidine

There total 6 articles about 5-Chloro-2-hydroxypyrimidine 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: 74.0%

1-(tert-butyldimethylsilyloxy)methyl-5-chloro-2(1H)-pyrimidinone (119451-81-9) → 5-chloropyrimidin-2-one (54326-16-8)

Guidance literature:

With tetrabutyl ammonium fluoride; silica gel; In dichloromethane; for 4h; ambient temperature;

Reference yield:

→ 5-chloropyrimidin-2-one (54326-16-8)

Guidance literature:

With ammonium hydroxide;

DOI:10.1021/ja01210a039

Reference yield:

→ 5-chloropyrimidin-2-one (54326-16-8)

Guidance literature:

Harnstoff, entspr. Diacetal/Ketal;

upstream raw materials:

1-(tert-butyldimethylsilyloxy)methyl-5-chloro-2(1H)-pyrimidinone

2-hydroxypyrimidine

2-chloromalonaldehyde

urea

Downstream raw materials:

(R)-3-(5-chloropyrimidin-2-yloxy)pyrrolidine-1-carboxylic acid tert-butyl ester

5-Chloro-1-phenacylpyrimidin-2-one

2,5-dichloropyrimidine

5-chloro-1-[1-(2-thenoyl)ethyl]pyrimidin-2-one

Refernces

• 1、 Beaulieu, Pierre L.,Anderson, Paul C.,Bethell, Richard,B?s, Michael,Bousquet, Yves,Brochu, Christian,Cordingley, Michael G.,Fazal, Gulrez,Garneau, Michel,Gillard, James R.,Kawai, Stephen,Marquis, Martin,McKercher, Ginette,Poupart, Marc-André,Stammers, Timothy,Thavonekham, Bounkham,Wernic, Dominik,Duan, Jianmin,Kukolj, George. "Discovery of BI 207524, an indole diamide NS5B thumb pocket 1 inhibitor with improved potency for the potential treatment of chronic hepatitis C virus infection". . p. 10130 - 10143. Retrieved 2015/02/05.
• 2、 -. "VIRAL POLYMERASE INHIBITORS". Page/Page column 64. . Retrieved 2010/02/15.