IP Library Granted Patent US 11,319,277
Granted Patent B2
US 11,319,277 · App. 16/749,519 · Granted May 3, 2022

Process for converting S-enantiomer to its racemic form

Inventors: Narayana Swamy (Bangalore, IN); Chokalingam Devarajan (Bangalore, IN); Ravindra Vitthal Datar (Bangalore, IN)
Assignee: FMC Corporation
C07C209/50A01N37/24C07C209/62C07C209/70C07C211/60C07C231/02C07C231/12C07C233/15C07C233/24C07C233/25C07B2200/07C07C2602/08
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Quick Facts
Patent No.
US 11,319,277
App. No.
16/749,519
Granted
May 3, 2022
Kind
B2
Abstract

The present invention relates to a novel process for converting the unwanted S enantiomer form to its useful raceme with respect to a 4-aminoindane derivative and to novel intermediates of said process.

Claims (8)

1. A compound of Formula IV,

wherein, R is selected from a C 1 -C 6 alkyl group or a C 6 -C 10 aryl group, these groups being 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 (R)-N-(7-fluoro-1,1,3-trimethyl-3-hydroxy-1H-indan-4-yl)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 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; and

(b) oxidizing said indaneamide derivative to obtain 3-hydroxyl indaneamide derivative.

4. The compound of claim 3 which is (R)-N-(7-fluoro-1,1,3-trimethyl-3-hydroxy-1H-indan-4-yl)acetamide.

Assignments (6)
CHANGE OF ADDRESS Recorded Sep 14, 2025
From: FMC IP TECHNOLOGY GMBH
To: FMC IP TECHNOLOGY GMBH
Reel/Frame 072892/0066 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 6, 2024
From: FMC AGRO SINGAPORE PTE. LTD.
To: FMC IP TECHNOLOGY GMBH
Reel/Frame 067639/0738 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 29, 2023
From: FMC AGRICULTURAL PRODUCTS INTERNATIONAL AG
To: FMC AGRO SINGAPORE PTE. LTD.
Reel/Frame 062539/0825 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 29, 2022
From: FMC NETHERLANDS HOLDINGS BV
To: FMC AGRICULTURAL PRODUCTS INTERNATIONAL AG
Reel/Frame 060351/0408 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 28, 2022
From: FMC CORPORATION
To: FMC NETHERLANDS HOLDINGS BV
Reel/Frame 060333/0299 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 1, 2022
From: CHOCKALINGAM, DEVARAJAN; DATAR, RAVINDRA V.; SWAMY, NARAYANA
To: FMC CORPORATION
Reel/Frame 059135/0411 →