Details for Patent: 8,993,750

Title:	5HT.sub.2C receptor modulators
Abstract:	The present invention relates to novel compounds of Formula (I): ##STR00001## which act as 5HT.sub.2C receptor modulators. These compounds are useful in pharmaceutical compositions whose use includes the treatment of obesity.
Inventor(s):	Smith; Brian (San Diego, CA), Smith; Jeffrey (San Diego, CA)
Assignee:	Arena Pharmaceuticals, Inc. (San Diego, CA)
Filing Date:	Jul 09, 2014
Application Number:	14/326,977
Claims:	1. A process for preparing a compound of Formula H ##STR00060## wherein R.sub.1 is H, and R.sub.2 is chosen from H, Br, Cl, and I, said process comprising the step of: deprotecting a compound of Formula G to form a compound of Formula H. 2. The process of claim 1, further comprising the step of: forming a pharmaceutically acceptable salt of a compound of Formula H. 3. The process of claim 1, further comprising the step of: preparing a composition comprising a compound of Formula H. 4. The process of claim 2, further comprising the step of: preparing a composition comprising a pharmaceutically acceptable salt of a compound of Formula H. 5. A process for preparing 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine comprising the step of: deprotecting N-trifluoroacetyl-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine to form 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine. 6. The process of claim 5, wherein the N-trifluoroacetyl-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine is prepared by a process comprising the step of: hydrogenating N-trifluoroacetyl-8-chloro-1-methylene-2,3,4,5-trihydro-1H-3-benzazepine. 7. The process of claim 6, wherein the N-trifluoroacetyl-8-chloro-1-methylene-2,3,4,5-trihydro-1H-3-benzazepine is prepared by a process comprising the step of: reacting N-allyl, N-trifluoroacetyl-2-iodo-4-chlorophenethylamine under conditions suitable for forming N-trifluoroacetyl-8-chloro-1-methylene-2,3,4,5-trihydro-1H-3-benzazepine. 8. The process of claim 5, further comprising the step of: forming a pharmaceutically acceptable salt of the 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine. 9. The process of claim 5, further comprising the step of: preparing a composition comprising the 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine. 10. The process of claim 8, further comprising the step of: preparing a composition comprising a pharmaceutically acceptable salt of the 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine. 11. A process for preparing a pharmaceutically acceptable salt of 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine comprising the steps of: dissolving 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine in a suitable solvent containing a pharmaceutically acceptable acid, and isolating the pharmaceutically acceptable salt of 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine. 12. The process of claim 11, further comprising the step of: preparing a composition comprising a pharmaceutically acceptable salt of the 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine. 13. A process for preparing (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine comprising the steps of: providing 8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine, wherein the amine nitrogen is optionally protected; separating (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine, wherein the amine nitrogen is optionally protected, from (S)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine, wherein the amine nitrogen is optionally protected, using chiral chromatography. 14. The process of claim 13, wherein the amine nitrogen of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine is protected and the process further comprises the step of: deprotecting the amine nitrogen of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine. 15. The process of claim 14, further comprising the step of: forming a pharmaceutically acceptable salt of the (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine. 16. The process of claim 14, further comprising the step of: preparing a composition comprising the (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine. 17. The process of claim 15, further comprising the step of: preparing a composition comprising a pharmaceutically acceptable salt of the (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine. 18. The process of claim 13, wherein the amine nitrogen of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine is not protected, and the process further comprises the step of: preparing a composition comprising the (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine. 19. The process of claim 13, wherein the amine nitrogen of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine is not protected, and the process further comprises the step of: forming a pharmaceutically acceptable salt of the (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine. 20. The process of claim 19, further comprising the step of: preparing a composition comprising a pharmaceutically acceptable salt of the (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine.