US2020024286A1PendingUtilityA1

Fused dihydro-4h-pyrazolo[5,1-c][1,4]oxazinyl compounds and analogs for treating cns disorders

Assignee: SUNOVION PHARMACEUTICALS INCPriority: Feb 11, 2015Filed: May 6, 2019Published: Jan 23, 2020
Est. expiryFeb 11, 2035(~8.5 yrs left)· nominal 20-yr term from priority
A61P 25/24A61P 25/28A61P 25/22A61P 29/00A61P 25/30A61P 25/18A61P 25/04A61P 25/00C07D 231/56C07D 498/20C07D 498/04C07D 498/22C07D 498/14A61K 31/5383A61P 27/16A61P 27/02A61P 25/20A61P 25/16A61P 25/14A61P 25/08A61P 21/02A61P 7/10A61P 3/04A61P 1/08
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Claims

Abstract

and pharmaceutically acceptable salts thereof, wherein Ring B, A1, A2, R6, w and n1 are defined and described herein; compositions thereof; and methods of use thereof. These compounds are useful for treating a variety of neurological and psychiatric disorders, such as those described herein.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
         1 - 55 . (canceled) 
     
     
         56 . A process for preparing a compound of formula 
       
         
           
           
               
               
           
         
         or a salt thereof, comprising: 
         combining 
       
       
         
           
           
               
               
           
         
         and di-tert-butyl dicarbonate to form 
       
       
         
           
           
               
               
           
         
         resolving 
       
       
         
           
           
               
               
           
         
         into its enantiomers 
       
       
         
           
           
               
               
           
         
         and isolating 
       
       
         
           
           
               
               
           
         
         and deprotecting 
       
       
         
           
           
               
               
           
         
         to obtain 
       
       
         
           
           
               
               
           
         
       
       or a salt thereof. 
     
     
         57 . A process according to  claim 56 , wherein said resolving is accomplished by chiral HPLC. 
     
     
         58 . A process according to  claim 56 , further comprising combining 
       
         
           
           
               
               
           
         
         with 4-methylbenzenesulfonic acid to obtain 
       
       
         
           
           
               
               
           
         
       
     
     
         59 . A process according to  claim 58 , further comprising combining 
       
         
           
           
               
               
           
         
         with lithium diisopropylamide to form a mixture, then combining the mixture with tert-butyl methyl(2-oxoethyl)carbamate to obtain 
       
       
         
           
           
               
               
           
         
       
     
     
         60 . A process according to  claim 59 , further comprising combining 
       
         
           
           
               
               
           
         
         in 2-bromoethanol to obtain 
       
       
         
           
           
               
               
           
         
       
     
     
         61 . A process for preparing a compound of formula 
       
         
           
           
               
               
           
         
       
       or a salt thereof,
 comprising: 
 a) combining 
 
       
         
           
           
               
               
           
         
       
       in 2-bromoethanol to obtain 
       
         
           
           
               
               
           
         
         b) combining 
       
       
         
           
           
               
               
           
         
       
       with lithium diisopropylamide to form a mixture, then combining the mixture with tert-butyl methyl(2-oxoethyl)carbamate to obtain 
       
         
           
           
               
               
           
         
         c) combining 
       
       
         
           
           
               
               
           
         
       
       with 4-methylbenzenesulfonic acid to obtain 
       
         
           
           
               
               
           
         
         d) combining 
       
       
         
           
           
               
               
           
         
       
       and di-tert-butyl dicarbonate to form 
       
         
           
           
               
               
           
         
         e) resolving 
       
       
         
           
           
               
               
           
         
       
       into its enantiomers 
       
         
           
           
               
               
           
         
       
       and isolating 
       
         
           
           
               
               
           
         
       
       and
 f) deprotecting 
 
       
         
           
           
               
               
           
         
       
       to obtain 
       
         
           
           
               
               
           
         
       
       or a salt thereof. 
     
     
         62 . A process according to  claim 61 , wherein said resolving in step e) is accomplished by chiral HPLC. 
     
     
         63 . A process for resolving a compound of formula 
       
         
           
           
               
               
           
         
         into its enantiomers, comprising:
 a) combining 
 
       
       
         
           
           
               
               
           
         
         
           and di-tert-butyl dicarbonate to form 
         
       
       
         
           
           
               
               
           
         
         
           b) resolving 
         
       
       
         
           
           
               
               
           
         
         
           into its enantiomers 
         
       
       
         
           
           
               
               
           
         
       
       and
   c) deprotecting with acid to obtain   
 
       
         
           
           
               
               
           
         
       
     
     
         64 . The process according to  claim 63 , further comprising isolating 
       
         
           
           
               
               
           
         
       
     
     
         65 . A process according to  claim 63 , further comprising combining 
       
         
           
           
               
               
           
         
         with 4-methylbenzenesulfonic acid to obtain 
       
       
         
           
           
               
               
           
         
       
     
     
         66 . A process according to  claim 65 , further comprising combining 
       
         
           
           
               
               
           
         
         with lithium diisopropylamide to form a mixture, then combining the mixture with tert-butyl methyl(2-oxoethyl)carbamate to obtain 
       
       
         
           
           
               
               
           
         
       
     
     
         67 . A process according to  claim 66 , further comprising combining 
       
         
           
           
               
               
           
         
         in 2-bromoethanol to obtain 
       
       
         
           
           
               
               
           
         
       
     
     
         68 . A compound selected from: 
       
         
           
           
               
               
           
         
         or a pharmaceutically acceptable salt thereof.

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