N-(7-fluoro-1,1,3-trimethyl -1 H-inden-4yl) amides and a process for preparing same
The present invention relates to N-(7-fluoro-1,1,3-trimethyl-1H-inden-4yl) amides and a process for preparing same. The novel amides are useful in a process for converting the unwanted S enantiomer form of a 4-aminoindane derivative to its useful raceme.
1. A compound of Formula V,
wherein, R is: (i) C 1 -C 6 alkyl group or (ii) a C 6 -C 10 aryl group, wherein group (i) or group (ii) is optionally substituted with one or more of C 1 -C 6 alkyl groups and/or halogen atoms.
2. The compound of claim 1 , which is N-(7-fluoro-1,1,3-trimethyl 1H-inden-4yl)acetamide.
3. The compound of claim 1 prepared by a process starting from Formula (II), which is (S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-amine,
and the process comprising the steps of:
(a) acylating the (S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-amine to obtain an indaneamide derivative;
(b) oxidizing said indaneamide derivative to obtain 3-hydroxyl indaneamide derivative;
(c) dehydrating said 3-hydroxyl indaneamide derivative to obtain the compound of Formula V.
4. The compound of claim 3 which is N-(7-fluoro-1,1,3-trimethyl-1H-inden-4yl)acetamide.
5. A compound of Formula V,
wherein, R is: (i) a C 1 -C 6 alkyl selected from the group consisting of methyl, ethyl, propyl, butyl, pentyl and hexyl; or (ii) a C 6 -C 10 aryl group selected from the group consisting of phenyl and napthyl groups, wherein group (i) or group (ii) is optionally substituted with one or more of C 1 -C 6 alkyl groups and/or halogen atoms.