21737-58-6Relevant articles and documents
A new synthesis of oxcarbazepine using a Friedel-Crafts cyclization strategy
Kaufmann, Daniel,Fünfschilling, Peter C.,Beutler, Ulrich,Hoehn, Pascale,Lohse, Olivier,Zaugg, Werner
, p. 5275 - 5278 (2004)
A novel, simple, and straightforward process for the large-scale synthesis of oxcarbazepine, the active ingredient of Trileptal, a medicine for the treatment of epilepsy, has been developed. Starting from readily available 1,3-dihydro-1-phenyl-2H-indol-2-one, a Friedel-Crafts cyclization strategy provides a direct route to the tricyclic framework of the target molecule. Crucial to the success of the strategy was the choice of the proper nitrogen-protecting group.
A new industrial process for oxcarbazepine
Fuenfschilling, Peter C.,Zaugg, Werner,Beutler, Ulrich,Kaufmann, Daniel,Lohse, Olivier,Mutz, Jean-Paul,Onken, Ulrich,Reber, Jean-Louis,Shenton, David
, p. 272 - 277 (2005)
A novel industrial process for the antiepileptic drug oxcarbazepine 1 has been developed. Unlike the old process, the new process is free from halogenated solvents and can be performed in standard production equipment. It starts from commercially available 1,3-dihydro-1-phenyl-2H-indol-2-one 10. In the key step, an electrophilic ring closure reaction of 2-[(methoxycarbonyl)phenylamino] benzeneacetic acid 5 to 10,11-dihydro-10-oxo-5H-dibenz[b,f]azepine-5-carboxylic acid methyl ester 6 in poly phosphoric acid was applied. For the manufacture of 5, a highly efficient process using a dianion strategy was developed.
Synthesis method of high-purity stable crystal form of escilitalopine acetate
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Paragraph 0029, (2022/03/18)
The present invention discloses a high-purity method for the synthesis of escitazepine acetate and a novel stable crystal form thereof. The preparation method disclosed in the present invention is achieved by the following steps: 10-methoxyiminopyrene as the starting material, the starting material is dissolved in acetone and deprotected to form 10-carbonyliminocarbenzene; the use of dichloromethane, borane dimethyl sulfide, (R)-2-methyl -CBS- oxazoleboran asymmetrical reduction to generate (10S)-10-hydroxyiminopyrene; (10S)-10-hydroxyiminostilbeneylated into esters, amidated with chlorosulfonyl isocyanate, To obtain escilitalopine acetate and a stable new crystal form. The preparation method provided by the present invention is simple synthesis process, few reaction steps, less pollution, raw materials are readily available and inexpensive, the final product is easy to purify and separate and the crystal form is stable, and the industrial application prospects are broad.
Iridium/f-Amphol-catalyzed Efficient Asymmetric Hydrogenation of Benzo-fused Cyclic Ketones
Yin, Congcong,Dong, Xiu-Qin,Zhang, Xumu
supporting information, p. 4319 - 4324 (2018/10/15)
Iridium/f-Amphol-catalyzed asymmetric hydrogenation of various benzo-fused five to seven-membered cyclic ketones was successfully developed, affording a series of chiral benzo-fused cyclic alcohols with excellent results (75%–99% yields, 93%–>99% ee, and TON up to 297 000). The enantioenriched products can be employed as key intermediates or motifs for the synthesis of some important biologically active compounds, such as rasagiline mesylate TVP-1012 used for the treatment of Parkinson's disease, the enantiomer of anticonvulsant drug eslicarbazepine acetate (BIA 2-093). (Figure presented.).
ORGANIC COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
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Paragraph 0136 - 0139, (2016/10/09)
The present invention relates to a novel compound represented by chemical formula 1, and an organic electroluminescent device comprising the same. The compound according to the present invention can improve light-emitting efficiency, driving voltage, and lifespan of the organic electroluminescent device by being used in an organic layer of the organic electroluminescent device.COPYRIGHT KIPO 2016
ORGANIC COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
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Paragraph 0136-0139, (2016/10/08)
The present invention relates to a novel compound and an organic electroluminescent device comprising the same. The compound in accordance with the present invention is used in an organic material layer of the organic electroluminescent device, and thereby luminous efficiency, driving voltage, durability and other characteristics of an organic electroluminescent device can be improved.COPYRIGHT KIPO 2015
Application of nanoparticle mediated N-arylation of amines for the synthesis of pharmaceutical entities using vit-E analogues as amphiphiles in water
Kumar, Atul,Bishnoi, Ajay Kumar
, p. 20516 - 20520 (2015/03/30)
The first CuI-nanoparticle catalyzed inter and intramolecular N-arylation of amines using vitamin E analogues (TPGS) as amphipiles has been developed in water. Application of this transition metal-amphiphile C-N bond formation methodology is further extended for the synthesis of substituted indoles, bioactive natural product tryptanthrin and intermediates of pharmaceutical entities such as imatinib, nilotinib, selective D3 agonist/antagonist ligands, and oxacarbazepine. This journal is
Mild and efficient synthesis of benzo-fused seven- and eight-membered ring lactams: A convenient approach to biologically interesting chemotypes
Kenwright, Jayne L.,Galloway, Warren R. J. D.,Wortmann, Lars,Spring, David R.
supporting information, p. 1508 - 1516 (2013/05/21)
A general and efficient method for the synthesis of benzo-fused 7- and 8-membered ring lactams via the Beckmann rearrangement of cyclic oximes is presented. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file. Copyright Taylor & Francis Group, LLC.
An efficient synthesis for eslicarbazepine acetate, oxcarbazepine, and carbamazepine
Ravinder,Rajeshwar Reddy,Sridhar,Murali Mohan,Srinivas, Katkam,Panasa Reddy,Bandichhor, Rakeshwar
supporting information, p. 2841 - 2844 (2013/06/26)
Efficient methods have been developed for the synthesis of three active pharmaceutical ingredients (APIs) carbamazepine (Tegretol) 1, oxcarbazepine (Trileptal) 2, and eslicarbazepine acetate (Exalief) 3 by employing enantioselective reduction and carboxamidation reaction.
Friedel-crafts chemistry. Part 39. unprecedented facile route to the synthesis of benzo[b][1]benzazepines via intramolecular friedel-crafts cyclialkylations
El-Aal, Hassan A. K. Abd,Khalaf, Ali A.
, p. 635 - 645 (2013/07/26)
A series of six pharmaceutically promising 5,6-dihydro-11H-benzo[b][1] benzazepine derivatives (1c-h) were cleanly prepared by Friedel-Crafts cyclialkylations of nitrogen-containing alkanols in the presence of AlCl3, 85% H2SO4 or polyphosphoric acid catalysts. The precursor alkanols (13a-f) were readily prepared by reaction of two synthesized carboxylic acid esters (12a, b) with different Grignard reagents. Also, two dibenzo[b,f]azepinones (15a, b) were prepared by Friedel-Crafts cycliacylation and reduced to the corresponding 5,6-dihydro-11H-benzo[b][1]benzazepines (1a, b). Overall, this approach allows easy and efficient access to polytricyclic amines from easily synthesized alkanols or cycloketones. A plausible carbocation mechanism is proposed to account for the results.
