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Triethylamine → 3-Fluoro-4-[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)methyl]aniline

HRID 2240219
ノート
印刷プレビュー

反応式

HRID 2240219 の反応式
Cl[C:2]1[N:7]=[C:6]2[N:8]([CH2:11][O:12][CH2:13][CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16])[CH:9]=[CH:10][C:5]2=[C:4]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-])=O)=[CH:22][C:21]=2[F:29])[CH:3]=1.C(N(CC)CC)C.[H][H]>C(O)C.[Pd]>[F:29][C:21]1[CH:22]=[C:23]([CH:24]=[CH:25][C:20]=1[CH2:19][C:4]1[CH:3]=[CH:2][N:7]=[C:6]2[N:8]([CH2:11][O:12][CH2:13][CH2:14][Si:15]([CH3:16])([CH3:18])[CH3:17])[CH:9]=[CH:10][C:5]=12)[NH2:26]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8471TriethylamineHCID 593050056-Chloro-4-(2-fluoro-4-nitrobenzyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 593049903-Fluoro-4-[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)methyl]aniline

試薬・触媒・溶媒 2

HCID 23938Palladium触媒
HCID 702
Ethanol
溶媒

実験手順

270 mg (0.62 mmol) of 6-chloro-4-(2-fluoro-4-nitrobenzyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine are dissolved in 2 ml of ethanol. 170 μl (1.24 mmol) of triethylamine and 50 mg of 10% palladium-on-carbon are added. The mixture is hydrogenated at RT and a hydrogen pressure of 1.5 bar for 20 h. The mixture is filtered and concentrated, ethyl acetate is added and the mixture is washed with 1N aqueous sodium hydroxide solution. The organic phase is dried over sodium sulfate and concentrated. The product is reacted further without purification.

後処理

  1. customis hydrogenated at RT
  2. filtrationThe mixture is filtered
  3. concentrationconcentrated
  4. additionethyl acetate is added
  5. washthe mixture is washed with 1N aqueous sodium hydroxide solution
  6. dry with materialThe organic phase is dried over sodium sulfate
  7. concentrationconcentrated
  8. customThe product is reacted further without purification

出典と根拠

ORDレコード
ord-9ba49cb5785e4ead9e01ca56ea373308
出典データセット
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07723347B2

反応ノート

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