54326-16-8

Basic information

• Product Name: 5-CHLORO-2-HYDROXYPYRIMIDINE
• Synonyms: 5-chloro-2(1h)-pyrimidinon;5-Chloro-2(1H)-pyrimidinone;5-Chloropyrimidin-2-one;NY 3000;ny3000;5-chloro-1H-pyrimidin-2-one;2(1H)-Pyrimidinone, 5-chloro- (9CI);5-Chloropyrimidin-2-ol
• CAS NO: 54326-16-8
• Molecular Formula: C₄H₃ClN₂O
• Molecular Weight: 130.53
• EINECS: 259-106-2
• Product Categories: PYRIMIDINE;Pyridines, Pyrimidines, Purines and Pteredines;Heterocycle-Pyrimidine series
• Mol File: 54326-16-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 237-238 °C (decomp)
• Appearance: /
• Density: 1.55 g/cm^3/sup>
• Refractive Index: 1.632
• Storage Temp.: 2-8°C
• PKA: 7.62±0.10(Predicted)
• CAS DataBase Reference: 5-CHLORO-2-HYDROXYPYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-2-HYDROXYPYRIMIDINE(54326-16-8)
• EPA Substance Registry System: 5-CHLORO-2-HYDROXYPYRIMIDINE(54326-16-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 54326-16-8(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow crystals

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.

InChI:InChI=1/C4H3ClN2O/c5-3-1-6-4(8)7-2-3/h1-2H,(H,6,7,8)

Upstream product

• 36437-19-1 2-chloromalonaldehyde 
• 57-13-6 urea 
• 557-01-7 2-hydroxypyrimidine 
• 119451-81-9 1-(tert-butyldimethylsilyloxy)methyl-5-chloro-2(1H)-pyrimidinone 

Downstream Products

• 22536-67-0 2,5-dichloropyrimidine 
• 103594-88-3 2-(benzyloxy)methoxy-5-chloropyrimidine 
• 88045-77-6 1-(benzyloxy)methyl-5-chloro-2(1H)-pyrimidinone 
• 144708-15-6 5-chloro-2-phenylsulfenylmethoxypyrimidine 
• 115171-54-5 5-chloro-2-(4-chlorobenzyloxy)methoxypyrimidine 
• 88045-78-7 5-chloro-1-(4-chlorobenzyloxy)methyl-2(1H)-pyrimidinone 
• 83768-20-1 5-chloro-1-(4-methoxyphenylsulfenyl)methyl-2(1H)-pyrimidinone 
• 83768-19-8 5-chloro-2-(4-methoxyphenylsulfenyl)methyloxypyrimidine 
• 83767-97-9 5-chloro-2-(phenoxy)-methoxypyrimidine 
• 83767-98-0 5-chloro-1-(phenoxy)methyl-2(1H)-pyrimidinone 
• 83767-93-5 5-chloro-2-(4-chlorophenylsulfenyl)methyloxypyrimidine 
• 83767-86-6 5-chloro-1-(4-chlophenylsulfenyl)methyl-2(1H)-pyrimidinone 
• 88045-94-7 1-(α-benzylthiobenzyl)-5-chloro-2(1H)-pyrimidinone 
• 115171-56-7 Benzyl-(5-chloro-pyrimidin-2-yloxymethyl)-carbamic acid ethyl ester 

Relevant articles and documents

An improved synthesis of [2-14C]2, 5-dichloropyrimidine

A previously described, five-step synthesis of [2-14C]2, 5-dichloropyrimidine was based on condensation of [14C]urea with an acetal, followed by bromination, chlorination, boronic acid formation, and finally chlorination. This improved synthesis also started from readily available [14C]urea, which was condensed with 2-chloromalonaldehyde, followed by chlorination with POCl3 yielding [2-14C]2, 5-dichloropyrimidine with a radiochemical purity of 99% in an overall radiochemical yield of 72%. Copyright

VIRAL POLYMERASE INHIBITORS

The present invention relates to compounds represented by formula (I) wherein A, B, D, E, R2, R3, R4, R5, R6, R9, a, b, d and e are as defined herein, their salt or ester and pharmaceutical compositions thereof useful in the treatment of hepatitis C viral (HCV) infection. Said compounds were found to have inhibitory activity against HCV polymerase, especially as inhibitors of HCV NS5B polymerase

(tert-Butyldimethylsilyloxy)methyl Chloride: Synthesis and Use as N-protecting Group in Pyrimidinones

A new reagent, (tert-butyldimethylsilyloxy)methyl chloride (3) has been synthesized by sulfuryl chloride cleavage of (tert-butyldimethylsilyloxy)methyl ethyl sulfide (2).The latter was prepared from tert-butyldimethylsilyl chloride and ethylthiomethanol.The chloromethyl ether 3 has been used for the protection of the NH functionality in 5-halo-2(1H)-pyrimidinones and for the protection of the N-1 in N-3 alkylation of thymine.