Water → Deferoxamine Mesylate

HRID 24974ノート

反応式

HRID 24974 の反応式
[CH3:1][C:2]([N:4]([OH:39])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][NH:10][C:11]([CH2:13][CH2:14][C:15]([N:17]([OH:38])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][NH:23][C:24]([CH2:26][CH2:27][C:28]([N:30]([OH:37])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][NH2:36])=[O:29])=[O:25])=[O:16])=[O:12])=[O:3].O.[CH3:41][S:42]([OH:45])(=[O:44])=[O:43]>C(O)C>[CH3:1][C:2]([N:4]([OH:39])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][NH:10][C:11]([CH2:13][CH2:14][C:15]([N:17]([OH:38])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][NH:23][C:24]([CH2:26][CH2:27][C:28]([N:30]([OH:37])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][NH2:36])=[O:29])=[O:25])=[O:16])=[O:12])=[O:3].[CH3:41][S:42]([OH:45])(=[O:44])=[O:43]

参加物

5

反応物 3

HCID 962WaterHCID 2973DeferoxamineHCID 6395Methanesulfonic Acid

生成物 1

HCID 62881Deferoxamine Mesylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

反応条件

温度
-10 °C

実験手順

The deferoxamine free base was suspended in a 14:3 mixture of ethanol and water (42.5 L). Dilute methanesulfonic acid was slowly added to the suspension until the free base dissolved and the solution attained a pH of between 3.7 and 5. Ethanol (200 L) was added to the solution to precipitate the mesylate salt and the resulting suspension was cooled to −10° C. and maintained at −10° C. for several hours. The resulting crystals were isolated by filtration, washed with ethanol (50 L) and dried under vacuum to yield 3.4 kg of deferoxamine mesylate. HPLC chromatography showed that the mesylate contained 1.84 weight % impurities. The moisture content as determined by Karl-Fischer Analysis was 0.2 mole %. USP/NF 24/19, pp. 2003-2004 (1999). Coloration was better than Y5 as measured according to the European Pharmacopeia criteria for grading coloration.

後処理

  1. dissolutiondissolved
  2. customto precipitate the mesylate salt
  3. temperaturemaintained at −10° C. for several hours
  4. customThe resulting crystals were isolated by filtration
  5. washwashed with ethanol (50 L)
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-4842602b9ad14045b253873d24ba47c9
出典データセット
uspto-grants-2005_02
特許番号
US06858414B2

反応ノート

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