FIRST EXPERIMENT FIGURES
`
`Figure 1
`
`FIG. 1 shows a PXRD of the vilazodone hydrochloride starting material bought from Sigma-
`Aldrich.
`Figure 2
`
`FIG. 2 shows a PXRD of vilazodone hydrochloride after being dispersed in acetone
`
`1
`
`(cid:36)(cid:85)(cid:74)(cid:72)(cid:81)(cid:87)(cid:88)(cid:80)(cid:3)(cid:40)(cid:59)(cid:20)(cid:19)(cid:23)(cid:20)
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`Page 1
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`
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`Figure 1
`
`FIG. 1 shows a PXRD of the vilazodone hydrochloride starting material bought from Sigma-
`Aldrich.
`Figure 2
`
`FIG. 2 shows a PXRD of vilazodone hydrochloride after being dispersed in acetone
`
`1
`
`(cid:36)(cid:85)(cid:74)(cid:72)(cid:81)(cid:87)(cid:88)(cid:80)(cid:3)(cid:40)(cid:59)(cid:20)(cid:19)(cid:23)(cid:20)
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`Page 1
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`Figure 3
`
`FIG. 3 shows a PXRD of vilazodone hydrochloride after being dispersed in tetrahydrofuran
`
`Figure 4
`
`FIG. 4 shows a PXRD of vilazodone hydrochloride after dispersed in isopropanol
`
`2
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`Page 2
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`Figure 5
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`FIG. 5 shows a second PXRD of vilazodone hydrochloride after dispersed in isopropanol
`
`Figure 6
`
`FIG. 6 shows a second PXRD of vilazodone hydrochloride after dispersed in water
`
`3
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`Page 3
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`Figure 7
`
`FIG. 7 shows a DSC of vilazodone hydrochloride starting material purchased from Sigma-
`Aldrich
`
`Figure 8
`
`FIG. 8 shows a DSC of vilazodone hydrochloride dispersed in acetone
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`4
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`Page 4
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`Figure 9
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`FIG. 9 shows a DSC of vilazodone hydrochloride dispersed in isopropanol
`
`Figure 10
`
`FIG. 10 shows a second DSC of vilazodone hydrochloride dispersed in isopropanol
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`5
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`Page 5
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`Figure 11
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`FIG. 11 shows a DSC of vilazodone hydrochloride dispersed in tetrahydrofuran
`
`Figure 12
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`FIG. 12 shows a second DSC of vilazodone hydrochloride dispersed in tetrahydrofuran
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`6
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`Page 6
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`Figure 13
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`FIG. 13 shows a DSC of vilazodone hydrochloride dispersed in water
`
`Figure 14
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`FIG. 14 shows a second DSC of vilazodone hydrochloride dispersed in water
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`7
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`Page 7
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`Figure 15
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`FIG. 15 shows a TGA of vilazodone hydrochloride starting material from Sigma-Aldrich
`
`Figure 16
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`FIG. 16 shows a TGA of vilazodone hydrochloride dispersed in isopropanol
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`8
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`Page 8
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`Figure 17
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`FIG. 17 shows a second TGA of vilazodone hydrochloride dispersed in isopropanol
`
`Figure 18
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`FIG. 18 shows a TGA of vilazodone hydrochloride dispersed in tetrahydrofuran
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`9
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`Page 9
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`Figure 19
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`FIG. 19 shows a TGA of vilazodone hydrochloride dispersed in acetone
`
`Figure 20
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`FIG. 20 shows a TGA of vilazodone hydrochloride dispersed in water
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`10
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`Page 10
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`Figure 21
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`FIG. 21 shows a NMR of vilazodone hydrochloride starting material from Sigma-Aldrich
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`11
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`Page 11
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`SECOND EXPERIMENT FIGURES
`
`Figure 22
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`FIG. 22 shows a PXRD of starting material purchased from Boc Sciences (“BocSci”)
`
`Figure 23
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`FIG. 23 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing water
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`12
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`Page 12
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`Figure 24
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`FIG. 24 shows a second PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing
`water
`
`Figure 25
`
`FIG. 25 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing water at
`a 2-10 degree run with a PSD of 1.5
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`13
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`Page 13
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`Figure 26
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`FIG. 26 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing water at
`a 2-10 degree run with a PSD of 2.5
`
`Figure 27
`
`FIG. 27 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing water at
`a 2-10 degree run with a PSD of 5
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`14
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`Page 14
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`
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`Figure 28
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`FIG. 28 shows a third PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing
`water
`
`Figure 29
`
`FIG. 29 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing water
`and dried in an oven at 135 degrees Celsius for 16 hours
`
`15
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`Page 15
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`
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`Figure 30
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`FIG. 30 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing water
`and dried in an oven at 135 degrees Celsius for 16 hours at a 0.5-5 degree run with a PSD
`opening of 0.67
`
`Figure 31
`
`FIG. 31 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing water
`and dried in an oven at 135 degrees Celsius for 16 hours at a 1.5-5 degree run with a PSD
`opening of 0.67
`
`16
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`Page 16
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`
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`Figure 32
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`FIG. 32 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing water
`and dried in an oven at 135 degrees Celsius for 16 hours at a 2-10 degree run
`
`Figure 33
`
`FIG. 33 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing water
`and dried in an oven at 135 degrees Celsius for 16 hours at a 2-10 degree run with a PSD
`opening of 5
`
`17
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`Page 17
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`
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`Figure 34
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`FIG. 34 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing water
`and dried in an oven at 135 degrees Celsius for 16 hours at a 2-10 degree run with a PSD
`opening of 1.5
`
`Figure 35
`
`FIG. 35 shows a DSC of BocSci vilazodone hydrochloride
`
`18
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`Page 18
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`Figure 36
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`FIG. 36 shows a DSC of BocSci vilazodone hydrochloride at a heating ramp of 5°C/minute
`
`Figure 37
`
`FIG. 37 shows a DSC of BocSci vilazodone hydrochloride at a heating ramp of 20°C/minute
`
`19
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`Page 19
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`Figure 38
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`FIG. 38 shows a DSC of BocSci vilazodone hydrochloride after dissolved in refluxing water
`
`Figure 39
`
`FIG. 39 shows another DSC of BocSci vilazodone hydrochloride after dissolved in refluxing
`water
`
`20
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`Page 20
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`
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`Figure 40
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`FIG. 40 shows a DSC of BocSci vilazodone hydrochloride after dissolved in refluxing water and
`dried at 135 degrees Celsius for 16 hours.
`Figure 41
`
`FIG. 41 shows a TGA of BocSci vilazodone hydrochloride
`
`21
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`Page 21
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`
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`Figure 42
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`FIG. 42 shows a TGA of BocSci vilazodone hydrochloride after dissolved in refluxing water and
`dried at 135 degrees Celsius for 16 hours.
`Figure 43
`
`FIG. 43 shows an IR of BocSci vilazodone hydrochloride
`
`22
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`Page 22
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`
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`Figure 44
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`FIG. 44 shows an IR of BocSci vilazodone hydrochloride after dissolved in refluxing water
`Figure 45
`
`FIG. 45 shows an NMR of BocSci vilazodone hydrochloride
`
`23
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`Page 23
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`
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`Figure 46
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`FIG. 46 shows an NMR of BocSci vilazodone hydrochloride after dissolved in refluxing water
`
`24
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`Page 24
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`Figure 47
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`THIRD EXPERIMENT FIGURES
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`FIG. 47 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing water
`and dried at 75 degrees Celsius after 5.5 hours at a 0-5 degree run with a PSD opening of 0.67
`
`Figure 48
`
`FIG. 48 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing water
`and dried at 75 degrees Celsius after 5.5 hours at a 0.5-5 degree run with a PSD opening of 0.67
`
`25
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`Page 25
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`Figure 49
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`FIG. 49 shows a DSC of BocSci vilazodone hydrochloride after dissolved in refluxing water and
`dried at 75 degrees Celsius after 5.5 hours at a heating ramp of 5°C/minute
`
`Figure 50
`
`FIG. 50 shows a DSC of BocSci vilazodone hydrochloride after dissolved in refluxing water and
`dried at 75 degrees Celsius after 5.5 hours at a heating ramp of 10°C/minute
`
`26
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`Page 26
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`Figure 51
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`FIG. 51 shows a TGA of BocSci vilazodone hydrochloride after dissolved in refluxing water and
`dried at 75 degrees Celsius after 5.5 hours
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`27
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`Page 27
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`Figure 52
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`FOURTH EXPERIMENT FIGURES
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`FIG. 52 shows a PXRD of BocSci vilazodone hydrochloride after drying at 75 degrees Celsius
`for 16 hours
`
`Figure 53
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`FIG. 53 shows a PXRD of BocSci vilazodone hydrochloride after drying at 75 degrees Celsius
`for 87 hours
`
`
`
`28
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`Page 28
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`Figure 54
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`FIG. 54 shows a DSC of BocSci vilazodone hydrochloride after drying at 75 degrees Celsius for
`16 hours
`
`Figure 55
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`FIG. 55 shows a DSC of BocSci vilazodone hydrochloride after drying at 75 degrees Celsius for
`16 hours
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`29
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`Page 29
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`Figure 56
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`FIFTH EXPERIMENT FIGURES
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`FIG. 56 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing
`methanol
`
`Figure 57
`
`FIG. 57 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing
`methanol and dried at 75 degrees Celsius for 19 hours
`
`30
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`Page 30
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`Figure 58
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`FIG. 58 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing
`methanol and dried at 75 degrees Celsius for 69 hours
`
`Figure 59
`
`FIG. 59 shows a PXRD of BocSci vilazodone hydrochloride after dissolved in refluxing
`methanol and dried at 75 degrees Celsius for 132 hours
`
`31
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`Page 31
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`Figure 60
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`FIG. 60 shows a DSC of BocSci vilazodone hydrochloride after dissolved in refluxing methanol
`
`Figure 61
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`FIG. 61 shows a DSC of BocSci vilazodone hydrochloride after dissolved in refluxing methanol
`at a heating ramp of 2°C/minute
`
`32
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`Page 32
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`
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`Figure 62
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`FIG. 62 shows a DSC of BocSci vilazodone hydrochloride after dissolved in refluxing methanol
`and dried at 75 degrees Celsius for 19 hours at a heating ramp of 2°C/minute
`
`Figure 63
`
`FIG. 63 shows a DSC of BocSci vilazodone hydrochloride after dissolved in refluxing methanol
`and dried at 75 degrees Celsius for 69 hours at a heating ramp of 2°C/minute
`
`33
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`Page 33
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`
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`Figure 64
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`FIG. 64 shows a DSC of BocSci vilazodone hydrochloride after dissolved in refluxing methanol
`and dried at 75 degrees Celsius for 132 hours at a heating ramp of 2°C/minute
`Figure 65
`
`FIG. 65 shows a DSC of BocSci vilazodone hydrochloride after dissolved in refluxing methanol
`and dried at 75 degrees Celsius for 132 hours at a heating ramp of 10°C/minute
`
`34
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`Page 34
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`Figure 66
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`FIG. 66 shows a TGA of BocSci vilazodone hydrochloride after dissolved in refluxing methanol
`
`Figure 67
`
`FIG. 67 shows a TGA of BocSci vilazodone hydrochloride after dissolved in refluxing methanol
`and dried at 75 degrees Celsius for 19 hours
`
`35
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`Page 35
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`
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`Figure 68
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`FIG. 68 shows a TGA of BocSci vilazodone hydrochloride after dissolved in refluxing methanol
`and dried at 75 degrees Celsius for 132 hours
`
`36
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`Page 36
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