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Process for the preparation of (S)-2-(2-(benzofuran-6-carbonyl)- 5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3- (3-(methylsulfonyl)phenyl) propanoic acid

IP.com Disclosure Number: IPCOM000250248D
Publication Date: 2017-Jun-18
Document File: 2 page(s) / 78K

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Process for the preparation of (S)-2-(2-(benzofuran-6-carbonyl)- 5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3- (3-(methylsulfonyl)phenyl) propanoic acid.

Provided here is a process for preparing (S)-2-(2-(benzofuran-6-carbonyl)-5,7-dichloro-1,2, 3, 4-tetrahydroisoquinoline-6-carboxamido)-3-(3-(methylsulfonyl) phenyl) propanoic acid referred herein as compound (1), having the following structure:

(1)

Enclosed herein after is crystalline form of Compound (1). Compound (1) can be isolated in a polymorphic form. The below described process may provide Compound (1) having a purity of 99.0% or higher.

Figure 1 illustrates XRPD pattern of a crystalline form of compound (1), prepared according to example 1.

5 10 15 20 25 30 35

2Theta (°)

0

50

100

150

200

250

In te

ns ity

(c ps

)

Main peaks of the crystalline form of Compound (1) can be found at positions

4.9, 8.5, 9.8, 11.6, 12.4, 13.8, 16.0, 17.1, 17.8, 18.0, 18.4, 19.0, 19.7, 20.5, 21.0, 22.0, 23.0, 23.4, 24.2, 24.6, 25.5, 28.0, 28.8, 29.3, 29.7, 30.8, 31.5, 34.1, 36.3, 37.6, 38.0 deg 2theta ± 0.2 deg 2theta

Experimental part:

XRPD method:

Powder X-ray Diffraction was performed on PANalytical Empyrean X-Ray powder diffractometer; CuKα radiation (λ = 1.541874 Å); X'Celerator detector; laboratory temperature 25 ± 2 °C.

Scan parameters:

Scan range 3 – 40 degrees 2-theta Scan mode continuous Step size 0.0167 degrees Step size 42 s Sample spin 60 rpm Sample holder zero background silicon plate

Example 1: Preparation of...