3- Pyridyl methyl ketone

Methyl-2-propylamine, b511 2-Methylpropylamine, i66 (l-Methylpropyl)benzene, b522 (2-Methylpropyl)benzene, i67 2-Methylpropyl formate, i69 Methyl propyl ketone, p42 2-Methylpropyl-2-methylpropanoate, i70 Methyl pyridyl ketones, a53, a54, a55... 

FEMA No. 3424 Methyl Pyridyl Ketone. coch3 Cf N sweet, nutty, popcorn water/ 230° ... 

METHYL PYRIDYL KETONE METHYL-P-PYRIDYL KETONE METHYT--3-PYRIDYL KETONE PYRIDINE, 3-ACETYL-... 

METHYL PYRIDYL KETONE see ABIOOO METHYL-3-PYRIDYL KETONE see ABIOOO METHYL-P-PYRIDYL KETONE see ABIOOO l-METHYL-2-(3-PYRIDYL)PYRROLIDINE see NDNOOO... 

Methyl pyridyl ketone 9368 1-Naphthalenol, dihydrogen Nitarsone 8144... 

Pyridyl)hydrazine (Aldrich), 4-acetylpyridine (Acros), N,N,N -trimethylethylenediamine (Aldrich), methylrhenium trioxide (Aldrich), InQj (Aldrich), Cu(N0j)2-3H20 (Merck), Ni(N03)2-6Il20 (Merck), Yb(OTf)3(Fluka), Sc(OTf)3 (Fluka), 2-(aminomethyl)pyridine (Acros), benzylideneacetone (Aldrich), and chalcone (Aldrich) were of the highest purity available. Borane dimethyl sulfide (2M solution in THE) was obtained from Aldrich. Methyl vinyl ketone was distilled prior to use. Cyclopentadiene was prepared from its dimer immediately before use. (R)-l-acetyl-5-isopropoxy-3-pyrrolin-2-one (4.15) has been kindly provided by Prof H. Hiemstra (University of Amsterdam). 

Reactions of 3- and 4-piperidone-derived enamines with a dienester gave intermediates which could be dehydrogenated to tetrahydroquinolines and tetrahydroisoquinolines (678). The methyl vinyl ketone annelation of pyrrolines was extended to an erythrinan synthesis (679). Perhydrophenan-threnones were obtained from 1-acetylcyclohexene and pyrrolidinocyclo-hexene (680) or alternatively from Birch reduction and cyclization of a 2-pyridyl ethyl ketone intermediate, which was formed by alkylation of an enamine with a 2-vinylpyridine (681). 

Scheme 14.13 Proposed mechanism for the hydrogenation of phenyl acetylene by [Pd(methyl 2-pyridyl ketone thiosemicarba-zonato)Cl] (29a).

Methylpyridinium iodide, AH43 Methyl 2-pyridyl ketone, AK22 Methyl 3-pyridyl ketone, AK23 Methyl 4-pyridyl ketone, AK24 1-Methy1-2,4,5,6(1,3)-pyr m i dine-tetrone, AD90... 

Dicyclohexyl-2-(2 -pyridyl)ethylene hydrochloride (15 grams) in 150 ml of ethanol was hydrogenated in the presence of platinum oxide at about 60 pounds per square inch of hydrogen pressure. The product, 1,1-dicyclohexyl-2-(2 -piperidyl)ethane hydrochloride, crystallized from a mixture of methanol and methyl ethyl ketone as a white solid melting at 243° to 245.5°C. 

Heating ( )-methyl l-oxide-2-pyridyl ketone oxime (482) in acetic anhydride at temperatures above 100°C initiated an exothermic reaction from which 3-methyl-3a-(3 -methylisoxazolo[4,5-b]pyridin-5 -yl)-3a//-[l,2,5]-oxadiazolo[2,3-a]pyridine (484) was isolated in 18% yield (Scheme 57) <86CPB4984>. If the reaction is carried out at a temperature less than 100°C, only the acetylated oxime (483) is isolated. Heating the (Z)-isomer in acetic anhydride at similar temperatures resulted only in the formation of the acetylated oxime. The structure of the product (484) was determined on the basis of two-dimensional COSY, DEPT, and 2D H-I3C chemical shift correlation experiments. The structure was also confirmed chemically via bromination which affords a mixture of the bromine adducts (485) and (486). Attempts to hydrolyze (484) under either acidic or basic conditions afforded only unchanged starting material. The formation of compound (484) from the TV-oxide (483) proceeds via a radical mechanism. This mechanism was elucidated by a study of the reaction... 

Oxisuran 96, (methylsulfinyl)methyl-2-pyridyl ketone, is a synthetic immunosuppressive drug used in organ and tissue transplants to suppress cell-mediated... 

A similar procedure has been applied to several [(3-nitro-4-pyridyl)amino]methyl phenyl ketone oximes.103... 

In practice, the azide decompositions are usually carried out in boiling toluene or xylene and give good yields of 3-alkyl-170,184,187 and 3-aryl-anthranils.185,188 Yields of 3-unsubstituted anthranils from o-azidoben-zaldehydes are generally much lower.170 The method has also been used to prepare 3-(j3-styryl)anthranils (106) from o-azidochalcones,189 3-methyl-naphtho[2,3-c]isoxazoles from 3-acetyl-2-azidonaphthalene,190 and 3-(2-pyridyl)anthranils from o-azidophenyl pyridyl ketones.191 This last reaction is of interest in that 2-(2-azido-3,5-dibromobenzoyl)pyridine in boiling toluene yields almost equal amounts of 5,7-dibromo-3-(2-pyridyl)anthranil (43%) and the zwitterionic pyrido[l,2-f>] cinnolin-6-ium 139 (41%). 

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