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Sodium Chloride → (RS)-S-[4-({5-bromo-4-[(R)-(2-hydroxy-1,2-dimethylpropyl)amino]pyrimidin-2-yl}amino)phenyl]-S-methyl Sulfoximide

HRID 1391446
ノート
印刷プレビュー

反応式

HRID 1391446 の反応式
[Br:1][C:2]1[C:3]([NH:24][C@H:25]([CH3:30])[C:26]([OH:29])([CH3:28])[CH3:27])=[N:4][C:5]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([CH3:23])(=[N:17]C(OCC)=O)=[O:16])=[CH:11][CH:10]=2)=[N:6][CH:7]=1.CC[O-].[Na+].[Na+].[Cl-]>C(O)C>[Br:1][C:2]1[C:3]([NH:24][C@H:25]([CH3:30])[C:26]([OH:29])([CH3:27])[CH3:28])=[N:4][C:5]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([CH3:23])(=[NH:17])=[O:16])=[CH:11][CH:10]=2)=[N:6][CH:7]=1
参加物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 5234Sodium ChlorideHCID 2723922Sodium ethoxideHCID 59674007(RS)-S-[4-({5-bromo-4-[(R)-(2-hydroxy-1,2-dimethylpropyl)amino]pyrimidin-2-yl}amino)phenyl]-N-(ethoxycarbonyl)-S-methyl Sulfoximide

生成物 1

HCID 59674034(RS)-S-[4-({5-bromo-4-[(R)-(2-hydroxy-1,2-dimethylpropyl)amino]pyrimidin-2-yl}amino)phenyl]-S-methyl Sulfoximide

試薬・触媒・溶媒 1

HCID 702
Ethanol
溶媒
2 回

実験手順

1.65 g (3.30 mmol) of (RS)-S-[4-({5-bromo-4-[(R)-(2-hydroxy-1,2-dimethylpropyl)amino]pyrimidin-2-yl}amino)phenyl]-N-(ethoxycarbonyl)-S-methyl sulfoximide in 6.5 ml of ethanol is mixed with 19.1 ml (6.69 mmol) of a 0.35 molar solution of NaOEt in ethanol and stirred under reflux for 5 hours. The batch is stirred overnight at room temperature and then added to a saturated NaCl solution. It is extracted with ethyl acetate, and the combined organic phases are dried (Na2SO4), filtered and concentrated by evaporation. The remaining residue is purified by chromatography (DCM/EtOH 9:1). 0.95 g (2.22 mmol, corresponding to 67% of theory) of the product is obtained.

後処理

  1. temperatureunder reflux for 5 hours
  2. stirringThe batch is stirred overnight at room temperature
  3. extractionIt is extracted with ethyl acetate
  4. dry with materialthe combined organic phases are dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated by evaporation
  7. customThe remaining residue is purified by chromatography (DCM/EtOH 9:1)
  8. custom0.95 g (2.22 mmol, corresponding to 67% of theory) of the product is obtained

出典と根拠

ORDレコード
ord-3e54e0cb08064fdf98ba8b331f2d130b
出典データセット
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07338958B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート