Levofloxacin → Levofloxacin Hydrate

HRID 31374

반응식

HRID 31374 반응식
[CH3:1][C@@H:2]1[N:23]2[C:6]3[C:7]([C:19]([C:21]([C:24]([OH:26])=[O:25])=[CH:22]2)=[O:20])=[CH:8][C:9]([F:18])=[C:10]([N:11]2[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]2)[C:5]=3[O:4][CH2:3]1>C(#N)C.O>[CH3:1][C@@H:2]1[N:23]2[CH:22]=[C:21]([C:24]([OH:26])=[O:25])[C:19]([C:7]3=[CH:8][C:9]([F:18])=[C:10]([N:11]4[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]4)[C:5](=[C:6]23)[O:4][CH2:3]1)=[O:20].[CH3:1][C@@H:2]1[N:23]2[CH:22]=[C:21]([C:24]([OH:26])=[O:25])[C:19]([C:7]3=[CH:8][C:9]([F:18])=[C:10]([N:11]4[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]4)[C:5](=[C:6]23)[O:4][CH2:3]1)=[O:20].[OH2:4]

참가 물질

3

반응물 1

HCID 149096Levofloxacin2회

생성물 1

HCID 3033924Levofloxacin Hydrate수율 108.9%

시약·촉매·용매 1

HCID 18373917Acetonitrile--water (1/1)용매

반응 조건

온도
0 °C

실험 절차

25 g of wet levofloxacin crude (about 22.17 g or dry levofloxacin) was put in suspension in 225 mL of mixture ACN:H2O (99:1) under nitrogen atmosphere. The mixture was heated to reflux during 1 hour and then filtrated under vacuum with Hyflow when still hot. Then the solution was heated again to reflux and cooled to 0° C. over a period of 1 hour. The precipitate was filtrated under vacuum, washed with ACN:H2O (2×12 mL) and dried in a vacuum oven to give 18.6 g (84%) of purified levofloxacin hemihydrate. The purified levofloxacin hemihydrate contained approximately one-third less desmethyl levofloxacin than in the crude sample.

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux during 1 hour
  3. filtrationfiltrated under vacuum with Hyflow when still hot
  4. temperatureThen the solution was heated again
  5. temperatureto reflux
  6. filtrationThe precipitate was filtrated under vacuum
  7. washwashed with ACN
  8. dry with materialH2O (2×12 mL) and dried in a vacuum oven

출처 및 근거

ORD 기록
ord-3a561d923a7b4eb78c307814fe5df863
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425628B2

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