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SOLID STATE FORMS OF INTERMEDIATES IN PREPARATION OF DIPHENYL-[1-(2-PHENYLMETHOXYETHYL)-1-AZONIABICYCLO[2.2.2]OCTAN-4-YL]METHANOL BROMIDE

IP.com Disclosure Number: IPCOM000240728D
Publication Date: 2015-Feb-23
Document File: 2 page(s) / 64K

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The IP.com Prior Art Database

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SOLID STATE FORMS OF INTERMEDIATES IN PREPARATION OF DIPHENYL-[1-(2-PHENYLMETHOXYETHYL)-1- AZONIABICYCLO[2.2.2]OCTAN-4-YL]METHANOL BROMIDE

    Ethyl 1-azabicyclo[2.2.2]octane-4-carboxylate (referred to herein as "Compound 1") having formula

O

O

                      N
and (1-Azabicyclo[2.2.2]oct-4-yl)(diphenyl)methanol (referred to herein as "Compound 2") having formula

       OH N

                     Compound 2
are intermediates in the synthesis of Diphenyl-[1-(2-phenylmethoxyethyl)-1- azoniabicyclo[2.2.2]octan-4-yl]methanol bromide (referred as "Compound 3") having the following chemical structure

       OH N+
O

 Br-
Compound 3
Reported hereinafter is crystalline form of Compound 2.

Crystalline form of Compound 2
The XRPD pattern of crystalline form of Compound 2 is presented in Figure 1.

1


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Figure 1: XRD pattern of crystalline form of Compound 2 Main PXRD peaks:
Crystalline form of Compound 2 can be characterized by powder XRD having peaks at 10.2, 14.4, 17.0, 17.7, 18.5, 20.6, 21.2, 22.3, 23.3, 25.2, 25.5, 26.8, 27.6, 27.9, 29.0,
29.4, 31.0, 31.3, 34.6, 35.9, 36.5, 38.4, 39.0 and 39.8 degrees two theta ± 0.2 degrees 2-theta.

Powder X-ray Diffraction (XRD) method
X-ray diffraction was performed on X-Ray powder diffractometer: PanAlytical X'pert Pro; CuKα radiation (λ = 1.5418 Å); X'Celerator detector with active length
2.122 degrees 2-theta; scan range: 3 - 40 degrees 2-theta;

Examples

Example 1: Preparation of crystalline form of Compound 2

Intensity (cps)

800

600

400

200

0

5 10 15 20 25 30 35 2Theta (°)

Compo...