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US Patent 5837870 - Process to prepare oxazolidinones

US Patent Issued on November 17, 1998
Estimated Patent Expiration Date: Icon_subject March 28, 2017Estimated Expiration Date is calculated based on simple USPTO term provisions. It does not account for terminal disclaimers, term adjustments, failure to pay maintenance fees, or other factors which might affect the term of a patent.
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Abstract

The present invention includes processes for producing 5-hydroxymethyl substituted oxazolidinone alcohols (III) from carbamates (IIA) or a trifluoroacetamide (IIB) using a dihydroxy compound (I) or glycidol (IV) starting material and for the transformation of the hydroxymethyl substituted oxazolidinone alcohols (III) to the corresponding amino compounds, 5-aminomethyl substituted oxazolidinone amines (VII) which are acylated to form commercially useful antibacterial 5-acylamidomethyl substituted oxazolidinone (VIII).

Other References

  • J. Med. Chem., 32, p. 1673 (1989)
  • Tetrahedron, 45, p. 1323 (1989)
  • Abstracts of Papers, 206th National Meeting of the American Chemical Society, Chicago IL, Aug., 1993. American Chemical Society: Washington, DC 1993; ORGN 089
  • J. Med. Chem., 39, 673 (1996)
  • J. Med. Chem., 39, 680 (1996)
  • Abstracts of Papers, 35th Interscience Conference on Antimicrobial Agents and Chemotherapy, San Francisco, CA Sep., 1995; American Society for Microbiology; Washington, DC, 1995: Abstract No. F208, F207, F206, F227
  • J. Am. Chem. Soc., 64, p. 1291 (1942)
  • Chem. Lett., p. 1057 (1978

Inventors

Assignee

Application

No. 828923 filed on 03/28/1997

US Classes:

544/137, The five-membered hetero ring has at least oxygen and nitrogen as ring hetero atoms544/369, 1,3-oxazole ring or 1,3-thiazole ring (including hydrogenated)548/217, Polycyclo ring system having the oxazole ring as one of the cyclos548/221, Chalcogen bonded directly at the 2-position of the oxazole ring548/229, Chalcogen bonded directly at 2-position of the oxazole ring548/257Polycyclo ring system having the triazole ring as one of the cyclos

Field of Search

548/257, Polycyclo ring system having the triazole ring as one of the cyclos548/217, Polycyclo ring system having the oxazole ring as one of the cyclos548/221, Chalcogen bonded directly at the 2-position of the oxazole ring548/229, Chalcogen bonded directly at 2-position of the oxazole ring544/137, The five-membered hetero ring has at least oxygen and nitrogen as ring hetero atoms544/3691,3-oxazole ring or 1,3-thiazole ring (including hydrogenated)

Examiners

Primary: Richter, Johann
Assistant: Sackey, Ebenezer

Attorney, Agent or Firm

US Patent References

3547951, 4062862, 5-Benzyl-2-oxazolidone derivatives and a process for producing the same
Issued on: 12/13/1977
Inventor: Fujimoto ,   et al.
4150029, 3-Aryl 2-oxazolidinones, their process of preparation and their therapeutical application
Issued on: 04/17/1979
Inventor: Dostert ,   et al.
4236012, 5-Phenethyl-2-oxazolidone derivatives and a process for producing the same
Issued on: 11/25/1980
Inventor: Fujimoto ,   et al.
4250318, Novel 5-hydroxymethyl oxazolidinones, the method of preparing them and their application in therapeutics
Issued on: 02/10/1981
Inventor: Dostert ,   et al.
4340606, 3-(p-Alkylsulfonylphenyl)oxazolidinone derivatives as antibacterial agents
Issued on: 07/20/1982
Inventor: Fugitt ,   et al.
4461773, P-Oxooxazolidinylbenzene compounds as antibacterial agents
Issued on: 07/24/1984
Inventor: Gregory
4476136, Aminomethyl-5 oxazolidinic derivatives and therapeutic use thereof
Issued on: 10/09/1984
Inventor: Dostert ,   et al.
4948801, Aminomethyloxooxazolidinyl arylbenzene derivatives useful as antibacterial agents
Issued on: 08/14/1990
Inventor: Carlson, et al.
5164510, 5'Indolinyl-5ଲ-amidomethyloxazolidin-2-ones
Issued on: 11/17/1992
Inventor: Brickner
5182403, Substituted 3(5'indazolyl) oxazolidin-2-ones
Issued on: 01/26/1993
Inventor: Brickner
5210303, Process for producing benzylamines
Issued on: 05/11/1993
Inventor: Sugiyama
5225565, Antibacterial 3-(fused-ring substituted)phenyl-5ଲ-amidomethyloxazolidin-2-ones
Issued on: 07/06/1993
Inventor: Brickner
5231188, Tricyclic [6.5.51]-fused oxazolidinone antibacterial agents
Issued on: 07/27/1993
Inventor: Brickner
5247090Tricyclic [6,6,5]-fused oxazolidinone antibacterial agents
Issued on: 09/21/1993
Inventor: Brickner

Foreign Patent References

  • 681830 CA 03/18/1964
  • WO93/09103 WO 05/18/1993
  • WO93/23384 WO 11/18/1993
  • WO95/07271 WO 03/18/1995
  • WO96/13502 WO 05/18/1996
  • WO96/15130 WO 05/18/1996

International Classes

C07D 413/04
C07D 249/16

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