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Hydrochloric Acid → (RS)-S-[4-({5-bromo-4-[(R)-(2-hydroxy-1,2-dimethylpropyl)amino]pyrimidin-2-yl}amino)phenyl]-S-(2-hydroxyethyl)-N-[2-(trimethylsilyl)ethylsulfonyl]sulfoximide

HRID 1891047
ノート
印刷プレビュー

反応式

HRID 1891047 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:20][CH2:21][OH:22])(=[N:10][S:11]([CH2:14][CH2:15][Si:16]([CH3:19])([CH3:18])[CH3:17])(=[O:13])=[O:12])=[O:9])=[CH:4][CH:3]=1.Cl.[Br:24][C:25]1[C:26]([NH:32][C@H:33]([CH3:38])[C:34]([CH3:37])([OH:36])[CH3:35])=[N:27][C:28](Cl)=[N:29][CH:30]=1>C(#N)C.O.O1CCOCC1>[Br:24][C:25]1[C:26]([NH:32][C@H:33]([CH3:38])[C:34]([OH:36])([CH3:35])[CH3:37])=[N:27][C:28]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([S:8]([CH2:20][CH2:21][OH:22])(=[N:10][S:11]([CH2:14][CH2:15][Si:16]([CH3:18])([CH3:17])[CH3:19])(=[O:12])=[O:13])=[O:9])=[CH:4][CH:3]=2)=[N:29][CH:30]=1
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

7

反応物 3

HCID 313Hydrochloric AcidHCID 59674068(R)-3-(5-bromo-2-chloropyrimidin-4-ylamino)-2-methylbutan-2-olHCID 59674071(RS)-S-(4-aminophenyl)-S-(2-hydroxyethyl)-N-[2-(trimethylsilyl)ethylsulfonyl]sulfoximide

生成物 1

HCID 59674085(RS)-S-[4-({5-bromo-4-[(R)-(2-hydroxy-1,2-dimethylpropyl)amino]pyrimidin-2-yl}amino)phenyl]-S-(2-hydroxyethyl)-N-[2-(trimethylsilyl)ethylsulfonyl]sulfoximide

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 6342Acetonitrile溶媒2 回
HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

A solution of 200 mg (0.55 mmol) of (RS)—S-(4-aminophenyl)-S-(2-hydroxyethyl)-N-[2-(trimethylsilyl)ethylsulfonyl]sulfoximide in 2 ml of acetonitrile and 0.5 ml of water is mixed with 0.17 ml of a 4N solution of HCl in dioxane. 198 mg (0.67 mmol) of (R)-3-[(5-bromo-2-chloropyrimidin-4-yl)amino]-2-methyl-butan-2-ol in 1.5 ml of acetonitrile is added, and the batch is stirred for 20 hours at 80° C. The solvent is removed, and the remaining residue is purified by chromatography (DCM/EtOH 9:1). 148 mg (0.24 mmol, corresponding to 44% of theory) of the product is obtained.

後処理

  1. customThe solvent is removed
  2. customthe remaining residue is purified by chromatography (DCM/EtOH 9:1)
  3. custom148 mg (0.24 mmol, corresponding to 44% of theory) of the product is obtained

出典と根拠

ORDレコード
ord-733f596e8cf248578a22938ebe8a9b40
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08507510B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート