87462-12-2Relevant academic research and scientific papers
Process for preparation of 3-(2-hydroxy-5-substituted phenyl)-3-phenylpropylamines, intermediates for making hydroxytolterodine
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Page/Page column 17-18, (2011/10/04)
A process is described for the preparation of 3-(5-formyl-2-hydroxyphenyl)-3-phenylpropylamine derivatives, intermediates which can be used for preparation of agents for urinary incontinence therapy, specifically to 2-(3-(diisopropylamino)-1-phenylpropyl)-4-(hydroxymethyl)phenol and its prodrugs.
Process for obtaining 3,3-diphenylpropylamines
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Page/Page column 15-16, (2011/02/26)
The invention relates to a process for obtaining 3,3-diphenylpropylamines of general formula (I), particularly Fesoterodine, as well as their enantiomers, solvates and salts, comprising a chemoselective reduction of the acid group against the ester group
PROCESS FOR OBTAINING 3,3-DIPHENYLPROPYLAMINES
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Page/Page column 25, (2011/02/24)
The invention relates to a process for obtaining 3,3- diphenylpropylamines of general formula (I), particularly Fesoterodine, as well as their enantiomers, solvates and salts, comprising a chemoselective reduction of the acid group against the ester group
Pd(OAc)2/dppf as an efficient and highly active catalyst for the allylation of amines, alcohols and carboxylic acids with 1-phenyl-1-propyne
Wagh, Yogesh S.,Sawant, Dinesh N.,Tambade, Pawan J.,Dhake, Kishor P.,Bhanage, Bhalchandra M.
experimental part, p. 2414 - 2421 (2011/04/26)
Pd(OAc)2/1,1′-bis(diphenylphosphino)ferrocene as an efficient, highly active catalyst for the allylation of amines, alcohols and carboxylic acids with 1-phenyl-1-propyne has been developed. The effect of various reaction parameters, such as ligand, time, solvent, temperature, metal: ligand ratio and catalyst concentration on yields of the product were investigated. The optimized procedure works well under mild operating conditions and permits rapid generation of a library for various allylated products.
Allylic amination of internal alkynes with aromatic and aliphatic amines using polymer-supported triphenylphosphane-palladium complex as a heterogeneous and recyclable catalyst
Wagh, Yogesh S.,Tambade, Pawan J.,Sawant, Dinesh N.,Bhanage, Bhalchandra M.
experimental part, p. 5071 - 5076 (2010/10/21)
A facile and novel protocol for the allylic amination of internal alkynes with amines by using a polymer-supported triphenylphosphane-palladium complex [PS-TPP-Pd] as a highly active heterogeneous reusable catalyst was developed. The catalyst exhibited remarkable activity and is re-usable over five consecutive cycles. The protocol was applicable for a variety of hindered and functionalized aromatic/ aliphatic amines and afforded the desired allylic products in good to excellent yield.
Hydride Transfer Reaction Products in the Aminomethylation of Styrene
Manninen, Kalle,Karjalainen, Aira
, p. 190 - 195 (2007/10/02)
Aminomethylation of styrene with formaldehyde and dimethylamine leads to N-methylbenzenepropanamine (1), N-(3-phenylpropyl)benzenepropanamine (3), and α-methylenebenzenepropanal (4) as major products.The ratio of 1, 3 and 4 is considerably influenced by the ratio of the reactants.The best yield of 1 is obtained by using dimethylamine in excess.Styrene in excess favors the formation of 3, and equivalent amounts of reactants afford the best yield of 4.Using formaldehyde in excess leads to the complete N-methylation of 1 and 3.When styrene reacts with formaldehyde and diethylamine or diisopropylamine the most important aminomethylation products are N-ethylbenzenepropanamine (11) or N-isopropylbenzenepropanamine (12), respectively, and 3 and 4 in both cases.The formation of the major products in the aminomethylation of styrene can be explained by the hydride transfer mechanism represented earlier as one competing mechanism for the aminomethylation of certain bicyclic alkenes.The N-methylation of amine 1 and 3, when formaldehyde is used in excess, is due to Eschweiler methylation under aminomethylation conditions.
Competing Hydride Transfer and Ene Reactions in the Aminoalkylation of 1-Alkenes with N,N-Dimethylmethyleniminium Ions. A Literature Correction
Cohen, Theodore,Onopchenko, Anatoli
, p. 4531 - 4537 (2007/10/02)
A literature report that N,N-dimethylmethyleniminium ion (2) reacts with propylene and styrene to form unsaturated tertiary amines is shown to be incorrect.The major products are the secondary amines 1-(methylamino)butane and 1-(methylamino)-3-phenylpropane in which N-demethylation has occurred along with the saturation of the alkene.Analogous major products are formed with 1-butene, 1-hexene, 1-octene, 1-dodecene, 1-tetradecene, p-methylstyrene, and m-nitrostyrene as substrates.When the substrates are isobutylene, 2-ethyl-1-hexene, α-methylstyrene, and p-methoxystyrene, the major products are tertiary amines, but the secondary amines are also formed in smaller yields.The small yields of tertiary amines obtained in the cases of styrene and p-methylstyrene were increased by going from solvent acetic acid to acetonitrile and by increasing the branching of the alkyl groups on nitrogen.The internal olefins 5-decene and cyclohexene were far less reactive, giving only 3-4percent of amine products that were mainly tertiary in the former case and secondary in the latter.It is concluded that tertiary amine products are favored by an alkene structure and a solvent that favors the formation of a stable carbenium ion intermediate or a transition state with substantial carbenium ion character upon electrophilic attack of the iminium ion on the alkene.The secondary amine products are favored when a carbenium ion is of low stability and when the β-carbon atom of the olefin and/or the alkyl group attached to nitrogen is sterically unhindered; such hindrance decreases the rate of hydride ion transfer that is believed to occur in the production of secondary amines.
