Hydrochloric Acid → Topotecan Hydrochloride

HRID 1986023

반응식

HRID 1986023 반응식
[ClH:1].[CH3:2][CH2:3][C@@:4]1([OH:32])[C:9](=[O:10])[O:8][CH2:7][C:6]2[C:11]([N:13]3[C:17](=[CH:18][C:5]1=2)[C:16]1[N:19]=[C:20]2[C:25](=[CH:26][C:15]=1[CH2:14]3)[C:24]([CH2:27][N:28]([CH3:30])[CH3:29])=[C:23]([OH:31])[CH:22]=[CH:21]2)=[O:12].CC(O)=O>O>[CH3:2][CH2:3][C@@:4]1([OH:32])[C:9](=[O:10])[O:8][CH2:7][C:6]2[C:11]([N:13]3[C:17](=[CH:18][C:5]1=2)[C:16]1[N:19]=[C:20]2[CH:21]=[CH:22][C:23]([OH:31])=[C:24]([CH2:27][N:28]([CH3:29])[CH3:30])[C:25]2=[CH:26][C:15]=1[CH2:14]3)=[O:12].[ClH:1]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 14761101Topotecan Acetate

생성물 1

HCID 60699Topotecan Hydrochloride

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
27 °C

실험 절차

8.7 L of water and 78 ml of 0.1 N hydrochloric acid were charged into a reactor and stirred for 15 minutes. 250 g of topotecan acetate prepared according to Example 2 was charged into the above reactor and stirred for 15 minutes. The obtained solution was filtered through a 0.22-micron filter. The filtrate and 8.8 L of isopropyl alcohol were charged into a flask and concentrated at 35.8° C. under a vacuum of −0.95 Kg/cm2 until 5 L of the solvent remained (distillate quantity 10.5 L). Then the reaction mass was cooled to 27° C. and 50 L of acetone charged. The obtained suspension was stirred for 1 hour at 27° C. and then filtered. The flask was rinsed with 2 L of acetone and the wet solid was washed with the rinsing. The wet solid was suction dried for 30 minutes and then wet solid was suspended in 9 L of acetone in a reactor and stirred for 30 minutes at 26.8° C. The suspension was filtered and the reactor rinsed with 5 L of acetone. The wet solid was washed with the rinsing and then solid was suction dried for 30 minutes. The obtained wet solid was dried at 28° C. under a vacuum of 700 mm Hg for 5 hours with de-lumping of the solid every hour of the drying. Finally the resultant solid was dried at 48° C. under a vacuum of 700 mm Hg for 1 hour to afford 169 g of the title compound of Formula I.

후처리

  1. additionwas charged into the above reactor
  2. stirringstirred for 15 minutes
  3. filtrationThe obtained solution was filtered through a 0.22-micron
  4. filtrationfilter
  5. additionThe filtrate and 8.8 L of isopropyl alcohol were charged into a flask
  6. concentrationconcentrated at 35.8° C. under a vacuum of −0.95 Kg/cm2 until 5 L of the solvent
  7. addition50 L of acetone charged
  8. stirringThe obtained suspension was stirred for 1 hour at 27° C.
  9. filtrationfiltered
  10. washThe flask was rinsed with 2 L of acetone
  11. washthe wet solid was washed with the rinsing
  12. customThe wet solid was suction dried for 30 minutes
  13. customwet solid was suspended in 9 L of acetone in a reactor
  14. stirringstirred for 30 minutes at 26.8° C
  15. filtrationThe suspension was filtered
  16. washthe reactor rinsed with 5 L of acetone
  17. washThe wet solid was washed with the rinsing and then solid
  18. customdried for 30 minutes
  19. customThe obtained wet solid was dried at 28° C. under a vacuum of 700 mm Hg for 5 hours with de-lumping of the solid every hour of the drying
  20. customFinally the resultant solid was dried at 48° C. under a vacuum of 700 mm Hg for 1 hour

출처 및 근거

ORD 기록
ord-051ecbbee0744a6f9160ca7916bbf6c4
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07547785B2

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