2-Methyl-1-phenylpropan-2-amine pamoate (Phentermine pamoate) [[(1–2)·C10H15N]·C23H16O6]

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2 reactions in Reaxys

2018-06-23 11h:37m:15s (UTC)

H 2N

1. Query

Search as: Product, As drawn, No mixtures ) AND (RX.PRO='phentermine pamoate'))

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2018-06-23 11:37:51


2

O

Na +

O–

H 2N

OH OH

Cl

O–

H O

H 2N

OH HO

O

OH

HO

O

Rx-ID: 28025768 View in Reaxys 1/2 Yield 94.2 %

Conditions & References 1 : Example 1 Preparation of Phentermine Pamoate Phentermine HCl (37.3 g) was suspended in USP H2O (700.0 g) and stirred to achieve a solution (0.05 g/g) and a pH 5.3. The solution was transferred to a metered addition funnel. A solution of disodium pamoate (45.0 g) was prepared by dissolving in USP water (902.0 g) to give a clear solution at a pH 10.4. The solution was adjusted to about pH 9.4 with 0.2N HCl and clarified by solution filtration. At 20° C., the Phentermine HCl solution was added to the stirred disodium pamoate solution at a controlled rate over about 2.5 hours and the addition funnel rinsed with USP H2O (20.0 g) into the reaction mixture. The mixture was stirred for 1 h then warmed to 70° C. where more precipitation was observed. The mixture was heated from about 70° C. to 95° C. over about 1 h then cooled. Solids were collected by filtration and washed with USP H2O (3×200 g) and dried on a vacuum Büchner for about 3 h. The solids collected (83.5 g) were transferred to a drying oven (50-55° C., vacuum/N2 sweep) and dried about 48 h to give Phentermine Pamoate (64.7 g, 94.2percent). The pamoate was characterized by DSC (FIG. 1), FTIR (FIG. 4) and PXRD (FIG. 7). With hydrogenchloride in water, Time= 4.5h, T= 20 - 95 °C Patent; King, Clifford Riley; Bristol, David W.; English, Michael L.; US2014/178480; (2014); (A1) English View in Reaxys 2

O

Na +

O–

H 2N

OH OH

Cl

O–

H O

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

2/3

2018-06-23 11:37:51


H 2N 2

OHHO

O

OH

HO

O

Rx-ID: 28046913 View in Reaxys 2/2 Yield 94.2 %

Conditions & References 1 :Example 1; Preparation of Phentermine PamoatePhentermine HCl (37.3 g) was suspended in USP H2O (700.0 g) and stirred to achieve a solution (0.05 g/g) and a pH 5.3. The solution was transferred to a metered addition funnel. A solution of disodium pamoate (45.0 g) was prepared by dissolving in USP water (902.0 g) to give a clear solution at a pH 10.4. The solution was adjusted to about pH 9.4 with 0.2N HCl and clarified by solution filtration. At 20° C., the Phentermine HCl solution was added to the stirred disodium pamoate solution at a controlled rate over about 2.5 hours and the addition funnel rinsed with USP H2O (20.0 g) into the reaction mixture. The mixture was stirred for 1 h then warmed to 70° C. where more precipitation was observed. The mixture was heated from about 70° C. to 95° C. over about 1 h then cooled. Solids were collected by filtration and washed with USP H2O (3.x.200 g) and dried on a vacuum Buchner for about 3 h. The solids collected (83.5 g) were transferred to a drying oven (50-55° C., vacuum/N2 sweep) and dried about 48 h to give Phentermine Pamoate (64.7 g, 94.2percent). The pamoate was characterized by DSC (FIG. 1), FTIR (FIG. 4) and PXRD (FIG. 7). With hydrogenchloride in water, Time= 4.5h, T= 20 - 95 °C Patent; Bristol, David William; King, Clifford Riley; Mitchener, JR., Joseph Pike; Audia, Vicki Haynes; US2008/293695; (2008); (A1) English View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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