357426-13-2

Basic information

• Product Name: 1,3,4,5-Tetrahydro-1,5-methano-2H-3-benzazepin-2-one
• Synonyms: 1,3,4,5-Tetrahydro-1,5-methano-2H-3-benzazepin-2-one;1,5-Methano-2H-3-benzazepin-2-one, 1,3,4,5-tetrahydro-;4,5-Dihydro-1H-1,5-Methanobenzo[d]azepin-2(3H)-one;1,5-Methano-2-oxo-2,3,4,5-tetrahydro-1H-3-benzazepine
• CAS NO: 357426-13-2
• Molecular Formula: C11H11NO
• Molecular Weight: 173.214
• Mol File: 357426-13-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 397.897°C at 760 mmHg
• Flash Point: 234.426°C
• Appearance: /
• Density: 1.192g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: 1,3,4,5-Tetrahydro-1,5-methano-2H-3-benzazepin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4,5-Tetrahydro-1,5-methano-2H-3-benzazepin-2-one(357426-13-2)
• EPA Substance Registry System: 1,3,4,5-Tetrahydro-1,5-methano-2H-3-benzazepin-2-one(357426-13-2)

Safety Data

• Hazardous Substances Data: 357426-13-2(Hazardous Substances Data)

Usage

General Description

1,3,4,5-Tetrahydro-1,5-methano-2H-3-benzazepin-2-one is a chemical compound that belongs to the class of organic compounds known as benzazepines, which are compounds containing a benzene ring fused to an azepine ring (a seven-membered heterocyclic compound with one nitrogen atom replacing a carbon atom). The detailed physical properties and use of this particular compound may vary and are not widely documented. Its structure can be identified by its unique Simplified Molecular Input Line Entry System (SMILES) notation which is used in describing the molecular structure of chemical compounds.

InChI:InChI=1/C11H11NO/c13-11-10-5-7(6-12-11)8-3-1-2-4-9(8)10/h1-4,7,10H,5-6H2,(H,12,13)

Upstream product

• 357426-12-1 methyl 3-(aminomethyl)indan-1-carboxylate 
• 19472-74-3 2-(2-bromophenyl)acetonitrile 
• 2856-63-5 2-Chlorophenylacetonitrile 
• 29427-70-1 methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate 
• 29427-69-8 3-oxoindan-1-carboxylic acid 
• 357426-11-0 methyl 3-cyano-3-(trimethylsilanyloxy)indan-1-carboxylate 
• 474024-38-9 3-[1,3]dioxolan-2-ylidene-3H-indene-1-carbonitrile 

Downstream Products

• 357425-93-5 1,5-methano-2,3,4,5-tetrahydro-1H-3-benzazepine p-toluenesulfonic acid salt 

Relevant articles and documents

Synthesis of (1-(aminomethyl)-2,3-dihydro-1H-inden-3-yl)methanol: Structural confirmation of the main band impurity found in Varenicline starting material

Described here is the synthesis of (1-(aminomethyl)-2,3-dihydro-1H-inden-3- yl)methanol 1, the previously unidentified impurity found in the synthesis of 2,1 providing a confirmation of the structure. Fabbrica Italiano Sintetici (FIS), working in conjunction with Pfizer Groton, reported an unidentified impurity, referred to as the "main band impurity", in 2 at levels of 0.4 to 0.8%. The structure was postulated to be 1, the open-ring product of the lithium aluminum hydride (LAH) reduction of 3 to 2. Although the cis isomer of 1 was previously reported in the literature,2 a much shorter racemic synthesis was developed using intermediates employed for the production of Varenicline. Several reducing agents were screened for the synthesis of 1, with LiAlH4 followed by basic workup conditions giving optimal results. High performance liquid chromatography (HPLC) analysis ultimately confirmed the structure of 1 as the main band impurity generated during the synthesis of 2. Copyright Taylor & Francis Group, LLC.

A general route to the synthesis of 1,5-methano- and 1,5-ethano-2, 3,4,5-tetrahydro-1h-3-benzazepines

A general approach to preparing 1,5-methano-(1) and l,5-ethano-2,3,4,5- tetrahydro-lff-3-benzazepine (2) is discussed. This strategy involves converting an indanone or tetralone (4) to a cyanohydrin (3) which is subjected to hydrogenolysis followed by lac

Process for the preparation of 1,3-substituted indenes and aryl-fused azapolycyclic componunds

The present invention relates to processes for the preparation of any of the intermediate 1,3-substituted indenes of the formulae (Ia), (Ib) and (Ic) or a mixture thereof: wherein R1, R2, R3, R4, and R5 are defined herein. Compounds of formulae (Ia), (Ib) and (IC) or mixtures thereof are useful in the preparation of compounds of formula (II): wherein R2, R3 and R6 are also defined herein.