Water → Deferoxamine Mesylate

HRID 24974

반응식

HRID 24974 반응식
[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]

참가 물질

5

반응물 3

HCID 962WaterHCID 2973DeferoxamineHCID 6395Methanesulfonic Acid

생성물 1

HCID 62881Deferoxamine Mesylate

시약·촉매·용매 1

HCID 702Ethanol용매2회

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온도
-10 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4842602b9ad14045b253873d24ba47c9
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858414B2

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