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1 HNMR Spectrum of Stage-1 Electronic Supplementary Material (ESI) for RSC Advances. This journal is © The Royal Society of Chemistry 2018

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Page 1: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

1HNMR Spectrum of Stage-1

Electronic Supplementary Material (ESI) for RSC Advances.This journal is © The Royal Society of Chemistry 2018

Page 2: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

13CNMR Spectrum of Stage-1

Page 3: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

Mass spectrum of Stage-1

Page 4: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

DSC Thermogram of Stage-1

Page 5: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

HPLC Chromatogram of Stage-1

Page 6: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

1HNMR Spectrum of Stage-2

Page 7: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

13CNMR Spectrum of Stage-2

Page 8: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

Mass Spectrum of Stage-2

Page 9: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

DSC Thermogram of Stage-2

Page 10: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

HPLC Chromatogram of Stage-2

Page 11: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

1HNMR Spectrum of Stage-3

Page 12: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

13 CNMR Spectrum of Stage-3

Page 13: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

Mass Spectrum of Stage-3

Page 14: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

DSC Thermogram of Stage-3

Page 15: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

HPLC Chromatogram of Stage-3 (Chemical purity)

Page 16: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

HPLC Chromatogram of Stage-3 (Chiral purity)

Page 17: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

1HNMR Spectrum of stage-4

Page 18: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

13CNMR Spectrum of stage-4

Page 19: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

Mass Spectrum of stage-4

Page 20: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

DSC Thermogram of stage-4

Page 21: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

HPLC Chromatogram of stage-4

Page 22: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

1HNMR Spectrum of stage-5/ Idelalisib

Page 23: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

13CNMR Spectrum of stage-5/ Idelalisib

Page 24: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

Mass Spectrum of stage-5/ Idelalisib

Page 25: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

DSC Thermogram of stage-5/ Idelalisib

Page 26: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

HPLC Chromatogram of stage-5/ Idelalisib (Chemical purity)

Page 27: HNMR Spectrum of Stage-1 - Royal Society of Chemistry · 2018-04-19 · of 0265/C01/E00502/005 in DMSO-d6 Released on 70 60 20 10 O ppm 100 90 30 160 150 50 40 30 140 130 120 110

HPLC Chromatogram of stage-5/ Idelalisib

(Chiral purity)

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