Formoterol Tartrate Process and Polymorph
AssigneeSepracor Inc.
InventorsGerald J. Tanoury, Chris H. Senanayake, Donald W. Kessler
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Abstract
A method of preparation of a highly pure salt of R,R-formoterol L-tartrate is disclosed. The process provides the most thermodynamically stable polymorph by recrystallization of a novel polymorph.
Claims3
1-14. (canceled)
(R,R)-formoterol L-tartrate in the form of a crystalline solid consisting of greater than 99.6% by weight of formoterol L-tartrate at least 95% in the polymorphic form of a thermodynamically stable third polymorph (A) of (R,R)-formoterol L-tartrate, said polymorph (A) having peaks at the diffraction degrees with the intensity shown below in an X-ray powder diffraction pattern:
- peak number
- 2-Theta
- Intensity
- 1
- 8.8
- 33.1
- 2
- 9.3
- 33.4
- 3
- 12.1
- 58.1
- 4
- 12.4
- 60.6
- 5
- 14.2
- 30.9
- 6
- 15.2
- 87.4
- 7
- 15.5
- 82.8
- 8
- 16.8
- 69.8
- 9
- 18.9
- 39.6
- 10
- 19.7
- 41.1
- 11
- 20.8
- 40.6
- 12
- 22.5
- 38.8
- 13
- 23.0
- 59.9
- 14
- 23.7
- 100.0
- 15
- 25.6
- 55.9
- 16
- 26.8
- 37.2
- 17
- 28.6
- 25.6
- 18
- 30.9
- 37.2
- 19
- 36.1
- 28.0
- 20
- 38.1
- 25.0
- 21
- 39.1
- 22.7
- 22
- 41.5
- 21.3
- 23
- 43.3
- 20.9
A process for preparing (R,R)-formoterol L-tartrate polymorph A comprising:
- converting (R,R)-formoterol L-tartrate polymorph B to (R,R)-formoterol L-tartrate polymorph C in a solvent system comprising isopropyl alcohol, water, and at least 13% toluene, wherein the solvent system is maintained at between 40° C. and 45° C., and crystallizing (R,R)-formoterol L-tartrate polymorph C to prepare (R,R)-formoterol L-tartrate polymorph A.
Dependencies are inferred from the claim text.