METHOD OF OBTAINING (+)-1,4-DIHYDRO-7-[(3S,4S)-3-METHOXY-4-(METHYLAMINO)-1-PYRROLIDINYL]-4-OXO-1-(2-THIAZOLYL)-1,8-NAPHTHYRIDINE-3-CARBOXYLIC ACID Russian patent published in 2015 - IPC C07D471/04 C07D207/14 A61K31/4375 A61P35/00 

Abstract RU 2548031 C2

FIELD: chemistry.

SUBSTANCE: invention relates to method of obtaining (+)-1,4-dihydro-7-[(3S,4S)-3-methoxy-4-(methylamino)-1-pyrrolidinyl]-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic acid, including: i) opening of epoxy cycle of Compound 3 by means of methylamine with obtaining compound 4, ii) separation of Compound 4 by means of chiral acid, selected from L-(-)-malic acid and L-(-)-pyroglutamic acid with obtaining Compound 5A or 5B, or iii protection of secondary amine of Compound 5A or 5B with tert-butoxycarbonyl protective group with obtaining compound 6 iv) methylation of free hydroxyl group of Compound 6 with methylating agent, v) removal of protection from amino groups by means of monohydrate of p-toluenesulphonic acid with obtaining Compound 8 and vi) interaction of Compound 8 with compound 10 with the following obtaining (+)-1,4-dihydro-7-[(3S,4S)-3-methoxy-4-(methylamino)-1-pyrrolidinyl]-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic acid.

EFFECT: method improvement.

29 cl, 3 tbl, 4 ex

Similar patents RU2548031C2

Title Year Author Number
METHODS OF APPLYING (+)-1,4-DIHYDRO-7-[(3S, 4S)-3-METHOXY-4-(METHYLAMINO)-1-PYRROLIDINYL]-4-OXO-1-(THIAZOLYL)-1,8-NAPHTHIRIDINE-3-CARBOXYLIC ACID FOR CANCER TREATMENT 2006
  • Ejdelman Deniel S.
  • Silverman Dzheffri A.
  • Arkin Majkl
  • Khajd Dzhennifer
  • Uolker Dunkan
  • Rajt Zhasmin
RU2592231C2
METHODS OF APPLYING (+)-1,4-DIHYDRO-7-[(3S,4S)-3-METHOXY-4-(METHYLAMINO)-1-PYRROLIDINYL]-4-OXO-1-(2-THUASOLYL)-1,8-NAPHTHYDIRINE-3-CARBOXYLIC ACID FOR TREATMENT OF CANCER 2006
  • Ehjdelman Dehniel S.
  • Silverman Dzheffri A.
  • Arkin Majkl
  • Khajd Dzhennifer
  • Uolker Dunkan
  • Rajt Zhasmin
RU2428983C2
METHODS OF APPLYING SNS-595 FOR TREATMENT OF SUBJECTS WITH ONCOLOGIC DISEASES WITH REDUCED BRCA2 ACTIVITY 2010
  • Khotin Rejchal Eh.
  • Foks Dzhudit A.
RU2558835C2
METHODS FOR ADMINISTRATION OF 3-(4-AMINO-1-OXO-1,3-DIHYDROISOINDOLE-2-YL)PIPERIDINE-2,6-DIONE IN CERTAIN TYPES OF LEUKEMIA 2006
  • Zeldis Dzherom B.
RU2406501C2
ANTINEOPLASTIC COMBINATIONS OF 4-ANILINO-3-CYANOQUINOLINES AND CAPECITABINE 2009
  • Uang Kennet
  • Zakarchuk Charlz
  • Binlish Florens
  • Kuinn S'Juzan
RU2498804C2
METHOD OF TREATING CANCER ASSOCIATED WITH A RAS MUTATION 2016
  • Khuan Lan
RU2736045C2
METHOD FOR TREATING A BRAIN TUMOR 2016
  • Khuan, Lan
RU2728796C2
4-[3-(4-CYCLOPROPANECARBONYL-PIPERAZINE-1-CARBONYL)-4-FLUOR-BENZYL]-2H-PHTHALAZIN-1-ONE 2008
  • Kvajgli Kehtrin Ehnn
  • Still Ehzra Dzhon
  • Chiol Leonard Dzhessi
RU2487868C2
METHOD FOR TREATMENT OF MALIGNANT NEOPLASM, USING COMBINATION OF ANTIBODY TO PD-1 AND CHEMOTHERAPEUTIC AGENT 2021
  • Shustova Mariya Stanislavovna
  • Fogt Sergej Nikolaevich
  • Kryukov Fedor Borisovich
  • Morozov Dmitrij Valentinovich
RU2787457C2
PHARMACEUTICAL COMBINATIONS 2017
  • Caponigro, Giordano
  • Cao, Zhu Alexander
RU2759669C2

RU 2 548 031 C2

Authors

Sudkhakar Anantkha

Subramani Tamilarasan

Rakhuman Mokhamed Sheik Mokhamed Mudzhibur

Subbiakh Ramar

Dates

2015-04-10Published

2009-12-29Filed