4266-02-8

Upstream product

• 118087-39-1 2-Methyl-1,3,4,5,6,11a-hexahydro-2H-2-benzazonine 
• 768-56-9 4-Phenylbut-1-ene 
• 33797-51-2 eschenmoser's salt 
• 118087-37-9 1-Methyl-2-phenyl-1-trimethylsilanylmethyl-piperidinium; iodide 
• 3466-80-6 2-phenylpiperidine 
• 118087-36-8 2-Phenyl-1-trimethylsilanylmethyl-piperidine 
• 109398-68-7 toluene-4-sulphonic acid 5-phenyl-pentyl ester 
• 74-89-5 methylamine 
• 2270-20-4 5-Phenylpentanoic acid 

Downstream Products

• 361395-19-9 4,5,6,7-Tetrahydro-1H-benzimidazole-5-carboxylic acid methyl(5-phenylpentyl)-amide, Hydrochloride 
• 5152-93-2 5-methylamino-1-phenyl-pentan-1-ol 

Relevant academic research and scientific papers

PRODUCTION OF AMINES VIA A HYDROAMINOMETHYLATION REACTION USING IMINIUM REACTANTS

Provided is a process for producing an amine via a hydroaminomethylation reaction of a non- aromatic C-C double bond, said process comprising a step of reacting a compound comprising a non-aromatic C-C double bond with an iminium ion in a solvent comprising an alcohol, wherein the iminium ion is represented by the following formula (I): wherein R1 and R2 are independently hydrogen or selected from the group consisting of an aliphatic hydrocarbon group which may be substituted, an aromatic hydrocarbon group which may be substituted, an aliphatic heterocyclic group which may be substituted, an aromatic heterocyclic group which may be substituted and of combinations thereof, such as an aralkyl group which may be substituted; and R1 and R2 may be bonded to each other to form a ring together with the nitrogen atom to which they are bound; and wherein R1 and R2 are not both hydrogen and at least one of R1 and R2 carries a hydrogen atom at a carbon atom in ex? position to the nitrogen atom of the iminium ion.

A General Acid-Mediated Hydroaminomethylation of Unactivated Alkenes and Alkynes

In comparison to the extensively studied metal-catalyzed hydroamination reaction, hydroaminomethylation has received significantly less attention despite its considerable potential to streamline amine synthesis. State-of-the-art protocols for hydroaminomethylation of alkenes rely largely on transition-metal catalysis, enabling this transformation only under highly designed and controlled conditions. Here we report a broadly applicable, acid-mediated approach to the hydroaminomethylation of unactivated alkenes and alkynes. This methodology employs cheap, readily available, and bench-stable reactants and affords the desired amines with excellent functional group tolerance and impeccable regioselectivity. The broad scope of this transformation, as well as mechanistic investigations and in situ domino functionalization reactions are reported.

PRODUCTION OF AMINES VIA A HYDROAMINOALKYLATION REACTION

Provided is a process for producing an amine via a hydroaminoalkylation reaction of a non-aromatic C-C double bond or C-C triple bond, said process comprising a step of reacting a compound comprising a non-aromatic C-C double bond or C-C triple bond with a reactive component which is obtainable by combining an aminal or a hemiaminal ether with an acidic medium comprising trifluoroacetic acid, wherein the aminal contains two amino groups independently selected from a secondary and a tertiary amino group that are linked by a methylene group wherein one hydrogen atom may be replaced by a further substituent, and at least one of the amino groups carries a hydrogen atom at a carbon atom bound in α-position to its nitrogen atom, and the hemiaminal ether contains a secondary or a tertiary amino group which carries a hydrogen atom at a carbon atom bound in α-position to its nitrogen atom, and the secondary or tertiary amino group is linked to an alkoxy group by a methylene group wherein one hydrogen atom may be replaced by a further substituent.

Imidazole compounds

A novel class of imidazo heterocyclic compounds, pharmaceutical compositions comprising them and use thereof in the treatment and/or prevention of diseases and disorders related to the histamine H3 receptor. More particularly, the compounds are useful for the treatment and/or prevention of diseases and disorders in which an interaction with the histamine H3 receptor is beneficial.

Sigma receptor ligands and the use thereof

PCT No. PCT/US94/07121 Sec. 371 Date Feb. 21, 1996 Sec. 102(e) Date Feb. 21, 1996 PCT Filed Jun. 23, 1994 PCT Pub. No. WO95/00131 PCT Pub. Date Jan. 5, 1995The invention relates to methods for the treatment of central nervous system disorders, neurological disorders, gastrointestinal disorders, drug abuse, angina, migraine, hypertension and depression by administering a pharmaceutical composition comprising an effective amount of certain sigma receptor ligands to a patient in need of such treatment. The invention further relates to novel sigma receptor ligands having high binding to the sigma receptor and pharmaceutical compositions thereof.

Structural features important for σ1 receptor binding

Two problems that have hampered σ receptor research are (i) a lack of high-affinity agents and (ii) the recent identification of multiple populations of σ receptors (i.e., σ1 and σ2 sites). Recently, several high-affinity σ ligands h

Rearrangement of 1-Methyl-2-(substituted-phenyl)piperidinium 1-Methylides in a Neutral Medium

Reaction of 1-methyl-1--2-(substituted-phenyl)piperidinium iodides (3) with cesium fluoride in DMF gave good yields of 2-methyl-1,3,4,5,6,11a-hexahydro-2H-2-benzazonine derivatives (5), which are regarded as unstable intermediates