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Synthesis and polymorphic form of ethyl 5-(4-(4-(5-cyano-1H-indol-3-yl)butyl)piperazin-1-yl)benzofuran-2-carboxylate

IP.com Disclosure Number: IPCOM000235437D
Publication Date: 2014-Feb-27
Document File: 3 page(s) / 92K

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The IP.com Prior Art Database

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Synthesis and polymorphic form of ethyl 5-(4-(4-(5-cyano-1H-indol-3-

yl)butyl)piperazin-1-yl)benzofuran-2-carboxylate

Ethyl 5-(4-(4-(5-cyano-1H-indol-3-yl)butyl)piperazin-1-yl)benzofuran-2-carboxylate, referred to as compound I is an intermediate in synthesis of 5-(4-(4-(5-cyano-1H- indol-3-yl)butyl)piperazin-1-yl)benzofuran-2-carboxamide hydrochloride, which has the following sturcutre:

O OEt

Disclosed herein is a crystalline form of compound I, as well as process for preparation thereof.

Figure 1: a powder XRD pattern of crystalline form of compound I:

O

NC

N

N Chemical Formula: C28H30N4O3 Molecular Weight: 470,56

HN


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Main XRD peaks of crystalline Form of compound I are: 6.3, 9.0, 10.5, 11.5, 11.8,


12.6, 13.4, 14.8, 15.2, 16.0, 16.9, 18.1, 18.6, 19.5, 19.9, 21.4, 22.2, 22.5, 23.3, 23.9,


26.0, 27.2, 28.5, 29.9, 30.6 and 31.7 ± 0.2° 2 theta.

PXRD method:

Gently grounded samples were applied directly on a silicon plate holder. The X-ray powder diffraction pattern was measured with a Philips X'Pert PRO X-ray powder diffractometer, equipped with a Cu irradiation source = 1.54184 Ǻ (Ǻngström), X'Celerator (2.022º 2θ) detector.

Scanning parameters:
angle range: 3-40 deg.
step size: 0.0167
time per step: 37 s
continuous scan

The accuracy of peak positions was defined as +/- 0.2 degrees due to experimental differences like instrumentations and sample preparations.

Figure 2 : a FTIR spectrum of crystalline form of compound I:

70

65

60

55

50

45

%T

40

35

3...