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Dimethylformamide → Nilotinib L-tartrate

HRID 1428326
ノート
印刷プレビュー

反応式

HRID 1428326 の反応式
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:21]([NH:23][C:24]2[CH:25]=[C:26]([C:36]([F:39])([F:38])[F:37])[CH:27]=[C:28]([N:30]3[CH:34]=[N:33][C:32]([CH3:35])=[CH:31]3)[CH:29]=2)=[O:22])=[CH:6][C:7]=1[NH:8][C:9]1[N:10]=[CH:11][CH:12]=[C:13]([C:15]2[CH:16]=[CH:17][CH:18]=[N:19][CH:20]=2)[N:14]=1.CN(C)C=O.[C:45]([OH:54])(=[O:53])[C@@H:46]([C@H:48]([C:50]([OH:52])=[O:51])[OH:49])[OH:47]>CCO>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:21]([NH:23][C:24]2[CH:25]=[C:26]([C:36]([F:38])([F:39])[F:37])[CH:27]=[C:28]([N:30]3[CH:34]=[N:33][C:32]([CH3:35])=[CH:31]3)[CH:29]=2)=[O:22])=[CH:6][C:7]=1[NH:8][C:9]1[N:10]=[CH:11][CH:12]=[C:13]([C:15]2[CH:16]=[CH:17][CH:18]=[N:19][CH:20]=2)[N:14]=1.[C:50]([C@@H:48]([C@H:46]([C:45]([O-:54])=[O:53])[OH:47])[OH:49])([O-:52])=[O:51]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 444305L-Tartaric acidHCID 644241Nilotinib

生成物 1

HCID 86688187Nilotinib L-tartrate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

反応条件

温度
80 °C

実験手順

A 250 mL reactor equipped with a reflux condenser and a mechanical stirrer was charged with Nilotinib base Form A (8.00 g, 15.11 mmol) and absolute EtOH (80 mL, 10V). The suspension was heated to 80° C. and stirred for 0.5 h. To the resulting mixture was added a solution of L-tartaric acid (2.49 g, 16.7 mmol, 1.1 eq) in absolute EtOH (20 mL) in one portion, followed by an additional 120 mL of absolute EtOH. The resulting mixture was stirred at 80° C. during 20 min and then cooled to room temperature over 0.5 h with continuous stirring at room temperature for another 16 h. The mixture was then transferred to a refrigerator at 5° C. and kept there for 16 h (in a closed vessel). The solid was isolated by vacuum filtration and dried in a vacuum oven at 70° C. for 24 h to give Nilotinib L-tartrate form IV as a yellow solid (9.10 g, 89%). Mono L-tartrate salt was obtained according to assay determination.

後処理

  1. customA 250 mL reactor equipped with a reflux condenser and a mechanical stirrer
  2. stirringThe resulting mixture was stirred at 80° C. during 20 min
  3. temperaturecooled to room temperature over 0.5 h
  4. stirringwith continuous stirring at room temperature for another 16 h
  5. customwas then transferred to a refrigerator at 5° C.
  6. waitkept there for 16 h
  7. customThe solid was isolated by vacuum filtration
  8. customdried in a vacuum oven at 70° C. for 24 h

出典と根拠

ORDレコード
ord-c5dd72d8c3e84528bf8a672c2f963a7a
出典データセット
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08937082B2

反応ノート

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