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Process for preparing a crystalline form of (1S,4S)-4-(3,4 dichlorophenyl)-N-methyl-1,2,3,4- tetrahydronaphthalen -1-amine hydrochloride

IP.com Disclosure Number: IPCOM000234603D
Publication Date: 2014-Jan-22
Document File: 2 page(s) / 44K

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Process for preparing a crystalline form of (1S,4S)-4-(3,4 dichlorophenyl)-N-methyl-1,2,3,4- tetrahydronaphthalen -1-amine hydrochloride

(1S,4S)-4-(3,4 dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen -1-amine hydrochloride, referred herein as compound I, may exist in a crystalline form having XRPD peaks at:13.4, 15.3, 16.0, 17.1, 21.2,


22.8, 24.1, 25.2, 26.6, 27.2 degrees two theta ± 0.2 degrees two theta, and the XRPD pattern shown in Figure 1.

Figure 1: XRPD of crystalline form I of Compound I

    X-ray powder diffraction was obtained by using ARL (SCINTAG) powder X-Ray diffrac- tometer 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. 2 theta/min.

    Provided herein is a process for preparing the above described crystalline form of Compound I. Example: Preparation of a crystalline form of (1S,4S)-4-(3,4 dichlorophenyl)-N-methyl-1,2,3,4- tetrahydronaphthalen -1-amine hydrochloride
(1S,4S)-4-(3,4 dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen -1-amine (1 Kgwas dissolved in n-butanol (8 l).The solution was treated for 1 hrs with activated charcoal(0.03 kg) at 50 -60 C, filtered and washed with n-butanol (1 l). HCl gas (0.24 kg) was purged into the reaction mass at 40-50 C. The solution was reheated to 90-100 C and stirred for 1 hr at 90-100 C. The contents were gradually cooled. The reac...