Process for the preparation of indolone derivative

Details Process for the preparation of indolone derivative Process for the preparation of indolone derivative

2006-02-15

2009-11-17

McKane, Joseph K. (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C514S415000

Reexamination Certificate

active

07619095

ABSTRACT:
A process for the preparation of 4-[2-(Di-n-propylamino)ethyl]-2,3-dihydro-1H-indol-2-one of formula (I) and its pharmaceutically acceptable salts, solvates Formula I involving new intermediates of compound of formula (A) and (B) wherein R represents (i) a halogen atom selected from fluorine, chlorine atom, bromine atom and iodine atom; (ii) lower alkanesulfonyloxy group selected from methanesulfonyloxy, ethanesulfonyloxy, isopropanesulfonyloxy, propanesulfonyloxy, butanesulfonyloxy, tert-butanesulfonyloxy, pentanesulfonyloxy, hexanesulfonyloxy; (iii) substituted or unsubstantiated arylsulfonyloxy group selected from phenylsulfonyloxy, 4-methylphenylsulfonyloxy, 2-methylphenylsulfonyloxy, 4-nitrophenylsulfonyloxy, 4-methoxyphenylsulfonyloxy, 3-chlorophenylsulfonyloxy; (iv) arylalkylsulfonyloxy group selected from benzylsulfonyloxy, 2-phenylethylsulfonyloxy, 4-phenylbutylsulfonyloxy, 4-methylbenzylsulfonyloxy, 2-methylbenzylsulfonyloxy, 4-nitrobenzylsulfonyloxy, 4-methoxybenzylsulfonyloxy, 3-chlorobenzylsulfonyloxy.

REFERENCES:
patent: 4452880 (1984-06-01), Seino et al.
patent: 200510027164.4 (2005-06-01), None
Accession No. 2007:14385 Caplus abstract of CN Application 200510027164.4, to Pan et al.
Gallagher et al., “4[2-(Di-n-propylamino)ethyl]-2(3H)indolone: A prejunctional dopamine receptor agonist.” J. Med. Chem 28(1985): 1533-1536.
Sorkin et al., “Beitrage zum Problem der Ahnlichkeit in der CHemie II.”Helv. Chim. Acta(1948): 65-75. XP002401416.
Gallagher et al., “4-[2-(Di-n-propylamino)ethyl]-2(3H)indolone: A prejunctional dopamine receptor agonist.”J. Med. Chem28(1985): 1533-1536. XP002401417.
International Search Report for PCT/IN2006/000052.

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