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Chlorotriethylsilane → 2-Bromo-7-(pyridin-3-yl)triethylsilyloxymethylimidazo[5,1-b]thiazole

HRID 2113290
ノート
印刷プレビュー

反応式

HRID 2113290 の反応式
C(N(C(C)C)CC)(C)C.[CH2:10]([Si:12](Cl)([CH2:15][CH3:16])[CH2:13][CH3:14])[CH3:11].[Br:18][C:19]1[S:23][C:22]2=[C:24]([C:27]3[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=3)[N:25]=[CH:26][N:21]2[C:20]=1[CH2:33][OH:34]>CN(C)C=O.C(OCC)(=O)C>[Br:18][C:19]1[S:23][C:22]2=[C:24]([C:27]3[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=3)[N:25]=[CH:26][N:21]2[C:20]=1[CH2:33][O:34][Si:12]([CH2:15][CH3:16])([CH2:13][CH3:14])[CH2:10][CH3:11]
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 13819ChlorotriethylsilaneHCID 81531DiisopropylethylamineHCID 230887952-Bromo-7-(pyridin-3-yl)hydroxymethylimidazo[5,1-b]thiazole

生成物 1

HCID 688224232-Bromo-7-(pyridin-3-yl)triethylsilyloxymethylimidazo[5,1-b]thiazole

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

Diisopropylethylamine (3.1 ml) and 3.0 ml of triethylsilylchloride were added in that order to a solution of 4.05 g of 2-bromo-7-(pyridin-3-yl)hydroxymethylimidazo[5,1-b]thiazole in 30 ml of dimethylformamide, and the mixture was stirred at room temperature for one hr. The reaction mixture was diluted with ethyl acetate, and the diluted reaction mixture was washed with water, a 5% aqueous sodium bicarbonate solution, and a 20% aqueous sodium chloride solution in that order and was dried over anhydrous magnesium sulfate. The solvent was removed by evaporation, and the residue was purified by column chromatography on silica gel (2 to 5% methanol/methylene chloride) to give 5.14 g of 2-bromo-7-(pyridin-3-yl)triethylsilyloxymethylimidazo[5,1-b]thiazole.

後処理

  1. customthe diluted reaction mixture
  2. washwas washed with water
  3. dry with materiala 5% aqueous sodium bicarbonate solution, and a 20% aqueous sodium chloride solution in that order and was dried over anhydrous magnesium sulfate
  4. customThe solvent was removed by evaporation
  5. customthe residue was purified by column chromatography on silica gel (2 to 5% methanol/methylene chloride)

出典と根拠

ORDレコード
ord-8b14149f2fef478c89ef4acded710dfa
出典データセット
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07524951B2

反応ノート

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