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Amorphous (S)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1- yl)piperidin-1-yl)prop-2-en-1-one

IP.com Disclosure Number: IPCOM000237770D
Publication Date: 2014-Jul-10
Document File: 2 page(s) / 33K

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The IP.com Prior Art Database

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Amorphous (S)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1- yl)piperidin-1-yl)prop-2-en-1-one

     Provided herein is a process for preparing amorphous (S)-1-(3-(4-amino-3-(4- phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)prop-2-en-1-one, referred herein as Compound I. The process is described in Example 1. The isolated samples were analyzed by X- ray powder diffraction ("XRPD"), which indicated a formation of an amorphous form of Compound
I. Figure 1 depicts the XRPD of the obtained amorphous form.

Figure 1: XRPD of amorphous form of Compound I

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Degrees two-theta

XRPD method:

    The analysis was performed on ARL (SCINTAG) powder X-Ray diffractometer model X'TRA equipped with a solid state detector. Copper radiation of 1.5418 Å was used. Scanning parameters: range: 2-40 degrees two-theta; scan mode: continuous scan; step size: 0.05°, and a rate of 3 deg/min.


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Example 1: A process for preparing amorphous (S)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H- pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)prop-2-en-1-one

    (S)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1- yl)prop-2-en-1-one (1g) was dissolved in 60 ml of acetone or Me-THF and concentrated to dryness in rotovapor/Spray Drier (SD)/ Ekato Solidmix VPT3 D-7130 apparatus connected to vacuum pump to give a crispy material, which was analyzed by XRPD and found to be amorpho...