10045-68-8Relevant academic research and scientific papers
Concise, flexible syntheses of 4-(4-imidazolyl)pyrimidine cyclin-dependent kinase 2 (CDK2) inhibitors
Toumi, Mathieu,Barbazanges, Marion,Kroll, Sebastian H.B.,Patel, Hetal,Ali, Simak,Coombes, R. Charles,Barrett, Anthony G.M.
supporting information; experimental part, p. 6126 - 6128 (2010/12/24)
A flexible six-step synthesis of potential cyclin-dependent kinase 2 (CDK2) inhibitors is reported. The synthesis involves the condensation between 3-chloro-4,4-dimethoxy-2-butanone and amidines, which provides acetyl-imidazoles and late stage palladium-catalyzed N-arylation to give the target pyrimidine derivatives.
IMIDAZOLES, OXAZOLES AND THIAZOLES WITH PROTEIN KINASE INHIBITING ACTIVITIES
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Page 88-89, (2010/11/30)
The present invention provides compounds of formula I: (I) or a pharmaceutically acceptable derivative thereof, wherein R1, R2, A, G, and W are as described in the specification. These compounds are inhibitors of protein kinase, part
Synthesis of 4(5)-Acyl-, 1-Substituted 5-Acyl, and 1-Substituted 4-Acyl-1H-imidazoles from 4-Aminoisoxazoles
Reiter, Lawrence A.
, p. 2714 - 2726 (2007/10/02)
4-Aminoisoxazoles can be acylated with a wide variety of activated carboxylic acids.Hydrogenation of the resulting amides gives α-(acylamino)enaminones, which cyclize to 4(5)-acylimidazoles upon treatment with base.This method allows for the synthesis of acylimidazoles with a wide range of substituents at C-2.Utilization of N-substituted 4-aminoisoxazoles in the same sequence of reactions yields 1-substituted 5-acylimidazoles, a substitution pattern not otherwise easily prepared.Treatment of α-(acylamino)enaminones, derived from N-unsubstituted isoxazoles, with primary amines leads to incorporation of the amine at the β-position with concomitant expulsion of ammonia.This sequence efficiently yields 1-substituted and 1,2-disubstituted 4-acylimidazoles but does not give satisfactory yields of 5-substituted 4-acylimidazoles due to steric inhibition of the amine exchange.
Two-step Synthesis of Imidazoles from Activated Alkynes
Casey, Michael,Moody, Christopher J.,Rees, Charles W.,Young, Richard G.
, p. 741 - 746 (2007/10/02)
Conjugate addition of 2-(tri-n-butylstannyl)tetrazoles (1) to activated alkynes gives 1-alkenyltetrazoles (4) and (5) predominantly.Use of the N-tributylstannyl derivatives, rather than the parent tetrazole, gives a high ratio of 1- to 2-alkenyl isomers and avoids the complication of further addition of the tetrazole or the alkyne to the initial adduct.Irradiation of the (Z)- and (E)-1-alkenyltetrazoles (4) and (5) at 254 nm then gives the expected imidazoles in moderate yield.However, 5-phenyl-2-(tri-n-butylstannyl)tetrazole (1a) reacted only slowly with ethyl phenylpropiolate to give ethyl 3,5-diphenylpyrazole-4-carboxylate (8), presumably via the 2-alkenyltetrazole (9) formed in preference to the 1-isomer for steric reasons.
A GENERAL SYNTHESIS OF 4(5)-ACYLIMIDAZOLES FROM 4-ACYLAMINOISOXAZOLES.
Reiter, Lawrence A.
, p. 3423 - 3426 (2007/10/02)
2-Substituted-4(5)-acyl, 1,2-disubstituted 4-acyl and 1,2-disubstituted-5-acylimidazoles can be specifically prepared from 4-aminoisoxazoles.
Synthesis of 2-Substituted 5-Acetyl-1(H)-imidazoles via 3-Chloro-4,4-dimethoxy-2-butanone and Related 3,4-Disubstituted 3-Buten-2-ones
Reiter, Lawrence A.
, p. 3494 - 3498 (2007/10/02)
A variety of 3,4-disubstituted 3-buten-2-ones have been synthesized and reacted with acetamidine to yield 5-acetyl-2-methyl-1(H)-imidazoles, 5-substituted pyrimidines, or both.The nature of the product depends on the substituents at position 3 and 4 of th
Imidazo[1,5-d]-as-triazine-4(3H)-ones and thiones
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, (2008/06/13)
There is provided substituted imidazo[1,5-d]-as-triazine-4(3H)-ones and substituted imidazo[1,5-d]-as-triazin-4(3H)-thiones useful as inhibitors of the enzyme cyclic-AMP phosphodiesterase and as broad spectrum herbicides.
Method for the control of undesired plant species using imidazo-as-triazinones and triazine-thiones
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, (2008/06/13)
This disclosure describes herbicidal methods for the pre- and postemergence control of undesired mono- and dicotyledonous plants using substituted imidazo[1,5-d]-as-triazin-4(3H)-ones and substituted imidazo[1,5-d]-as-triazine-4(3H)-thiones.
IMIDAZO [1,5-d]-AS-TRIAZINE-4(3H)-ONES AND THIONES
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, (2008/06/13)
There is provided substituted imidazo[1,5-d]-as-triazine-4(3H)-ones and substituted imidazo[1,5-d]-as-triazin-4(3H)-thiones useful as inhibitors of the enzyme cyclic-AMP phosphodiesterase and as broad spectrum herbicides
