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Details for Patent: 7,342,132

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Details for Patent: 7,342,132

Title:Formoterol tartrate process and polymorph
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.
Inventor(s): Tanoury; Gerald J. (Hudson, MA), Senanayake; Chris H. (Shrewsbury, MA), Kessler; Donald W. (Groton, MA)
Assignee: Sepracor Inc. (Marlborough, MA)
Filing Date:Aug 04, 2006
Application Number:11/462,637
Claims:1. A highly pure (R,R)-formoterol L-tartrate composition that exhibits a differential scanning calorimetry pattern substantially the same as the differential scanning calorimetry pattern shown in FIG. 8 and obtained by a process comprising crystallizing a first polymorph (C) of (R,R)-formoterol L-tartrate from aqueous isopropyl alcohol, wherein (a) 1 part by weight of said first polymorph is dissolved, by warming, in a mixture of about 2 parts by weight isopropyl alcohol and about 2.5 parts by weight water; (b) from 1.5 to 4 additional parts by weight of isopropyl alcohol are added; (c) said solution is cooled; and (d) (R,R)-formoterol L-tartrate is separated from said solution; said first polymorph having peaks at the diffraction degrees with the intensity shown below in an X-ray powder diffraction pattern: TABLE-US-00007 Peak number 2-Theta Intensity 1 6.4 100.0 2 9.0 14.4 3 11.1 14.8 4 12.4 13.9 5 12.9 19.7 6 13.5 19.5 7 14.0 15.1 8 15.0 19.7 9 15.4 16.9 10 15.7 18.1 11 16.3 12.8 12 17.5 64.9 13 19.4 47.3 14 19.9 44.8 15 21.3 29.3 16 22.3 31.5 17 22.9 35.8 18 24.1 80.0 19 24.7 17.6 20 25.5 11.3 21 26.0 15.6 22 26.8 9.1 23 27.4 8.5 24 28.4 10.8 25 29.0 8.5 26 30.5 8.1 27 32.7 10.9 28 34.2 7.9 29 35.7 9.3 30 36.4 6.6 31 37.3 7.9 32 37.8 9.1 33 39.3 10.0 34 39.6 11.4 35 41.1 5.7 36 42.3 4.7.

2. The composition of claim 1, wherein said (R,R)-formoterol L-tartrate is in the form of a crystalline solid consisting of greater than 99.5% by weight of formoterol L-tartrate at least 95% in the polymorphic form of a thermodynamically stable polymorph (A) of (R,R)-formoterol L-tartrate.
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