Levofloxacin → Levofloxacin Hydrate

HRID 31374

反応式

HRID 31374 の反応式
[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]

参加物

3

反応物 1

HCID 149096Levofloxacin2 回

生成物 1

HCID 3033924Levofloxacin Hydrate収率 108.9%

試薬・触媒・溶媒 1

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

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3a561d923a7b4eb78c307814fe5df863
出典データセット
uspto-grants-2008_09
特許番号
US07425628B2

関連ノート

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