1039021-95-8

Basic information

• Product Name: 4-(5-bromo-2-chloro-pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile
• Synonyms: 4-(5-bromo-2-chloro-pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile
• CAS NO: 1039021-95-8
• Molecular Weight: 338.591
• Mol File: 1039021-95-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 468.9±45.0 °C(Predicted)
• Density: 1.62±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 4-(5-bromo-2-chloro-pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(5-bromo-2-chloro-pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile(1039021-95-8)
• EPA Substance Registry System: 4-(5-bromo-2-chloro-pyrimidin-4-yloxy)-3,5-dimethylbenzonitrile(1039021-95-8)

Safety Data

• Hazardous Substances Data: 1039021-95-8(Hazardous Substances Data)

Upstream product

• 36082-50-5 2,4-dichloro-5-bromopyrimidine 
• 4198-90-7 3,5-dimethyl-4-hydroxybenzonitrile 

Downstream Products

• 1033950-93-4 4-[2-(1-Benzyl-piperidin-4-ylamino)-5-bromo-pyrimidin-4-yloxy]-3,5-dimethyl-benzonitrile 
• 1033956-14-7 C₂₈H₃₀BrN₅O₃ 
• 1033951-10-8 4-{5-bromo-2-[1-(2-cyano-benzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile 
• 1033951-07-3 4-{5-Bromo-2-[1-(4-methanesulfonylbenzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile 
• 1033951-08-4 4-{5-Bromo-2-[1-(2-chloro-4-methanesulfonyl-benzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile 
• 1033951-12-0 4-{4-[5-Bromo-4-(4-cyano-2,6-dimethyl-phenoxy)-pyrimidin-2-ylamino]-piperidin-1-ylmethyl}-3-chloro-benzenesulfonamide 
• 1033951-30-2 4-{5-bromo-2-[1-(2-chloro-4-cyano-benzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile 
• 1033951-26-6 4-{4-[5-bromo-4-(4-cyano-2,6-dimethyl-phenoxy)-pyrimidin-2-ylamino]-piperidin-1-ylmethyl}-3-chloro-benzamide 
• 1033951-14-2 4-{4-[5-Bromo-4-(4-cyano-2,6-dimethyl-phenoxy)-pyrimidin-2-ylamino]-piperidin-1-ylmethyl}-3-chloro-benzoic acid 
• 1033952-31-6 4-[5-Bromo-2-(1-phenyl-piperidin-4-ylamino)-pyrimidin-4-yloxy]-3,5-dimethyl-benzonitrile 
• 1033951-48-2 4-{5-bromo-2-[1-(3-chloro-benzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile 
• 1033951-50-6 4-{5-bromo-2-[1-(4-chloro-benzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile 
• 1240422-99-4 C₂₃H₂₂BrN₅O 
• 1033951-00-6 4-{5-bromo-2-[1-(4-cyano-benzyl)-piperidin-4-ylamino]-pyrimidin-4-yloxy}-3,5-dimethyl-benzonitrile 

Relevant articles and documents

C-H FLUORINATION OF HETEROCYCLES WITH SILVER (II) FLUORIDE

The present invention provides compositions and methods for the selective C-H fluorination of nitrogen-containing heteroarenes with AgF2, which has previously been considered too reactive for practical, selective C-H fluorination. Fluorinated heteroarenes are prevalent in numerous pharmaceuticals, agrochemicals and materials. However, the reactions used to introduce fluorine into these molecules require pre-functionalized substrates or the use of F2 gas. The present invention provides a mild and general method for the C-H fluorination of nitrogen-containing heteroarene compounds to 2-fluoro-heteroarenes with commercially available AgF2. In various embodiments, these reactions occur at ambient temperature within one hour and occur with exclusive selectivity for fluorination at the 2-position. Exemplary reaction conditions are effective for fluorinating diazine heteroarenes to form a single fluorinated isomer.

Discovery of piperidin-4-yl-aminopyrimidines as HIV-1 reverse transcriptase inhibitors. N-Benzyl derivatives with broad potency against resistant mutant viruses

An analysis of the binding motifs of known HIV-1 non-nucleoside reverse transcriptase inhibitors has led to discovery of novel piperidine-linked aminopyrimidine derivatives with broad activity against wild-type as well as drug-resistant mutant viruses. Notably, the series retains potency against the K103 N/Y181C and Y188L mutants, among others. Thus, the N-benzyl compound 5k has a particularly attractive profile. Synthesis and SAR are presented and discussed, as well as crystal structures relating to the binding motifs.

Non-nucleoside reverse transcriptase inhibitors

The present invention provides for compounds useful for treating an HIV infection, or preventing an HIV infection, or treating AIDS or ARC. The compounds of the invention are of formula I wherein R1, R2, R3, R4, R5a, R5b, R6a, R6b and X are as herein defined. Also disclosed in the present invention are methods of treating an HIV infection with compounds defined herein and pharmaceutical compositions containing said compounds.