Otsuka America Pharmaceutical, Inc.

Neurovance, Inc.

Array Biopharma Inc.

Ventirx Pharmaceuticals, Inc.

Venkat Kusukuntla

Valeriya N Smolenskaya

Fred J Fleitz

Anthony Alexander McKinney

David Alan Engers

Walter Piskorski

Yonglai Yang

Franklin Bymaster

J Jeffry Howbert

Hong Woon Yang

Pavel Krasik

Alexander Tretyakov

Nathan Nielsen

Ji-Long Jiang

Anthony Alexander Mckinney

Valeriya Smolenskaya

The present invention relates to crystalline forms of (1R,5S)-1-(naphthalen-2-yl)-3-azabicyclo[3.1.0]hexane hydrochloride and compositions comprising the same and methods of making and using the same.

Crystalline compounds

The disclosure describes method of synthesis of substituted benzazepine derivatives. Preferred methods according to the disclosure allow for large-scale preparation of benzazepine compounds having low levels of metal impurities. In some embodiments, preferred methods according to the disclosure also allow for the preparation of benzazepine derivatives without the use of chromatographic purification methods and in better yield than previously used methods for preparing such compounds. The methods disclosed herein find utility in synthetic organic chemistry as well as medicinal chemistry.

Methods of synthesis of benzazepine derivatives

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Germantown, WI, United States of America

Venkat Kusukuntla