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Imidazole → 5-[3-(tert-Butyldimethylsilanyloxymethyl)phenyl]pyridin-2-ylamine

HRID 2196452
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HRID 2196452 반응식
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([CH2:14][OH:15])[CH:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.N1C=CN=C1.[Cl-].[C:22]([SiH:26]([CH3:28])[CH3:27])([CH3:25])([CH3:24])[CH3:23]>O1CCCC1>[Si:26]([O:15][CH2:14][C:10]1[CH:9]=[C:8]([C:5]2[CH:4]=[CH:3][C:2]([NH2:1])=[N:7][CH:6]=2)[CH:13]=[CH:12][CH:11]=1)([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:28])[CH3:27]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 44232377[3-(6-Aminopyridin-3-yl)phenyl]methanolHCID 131722836Tert-butyldimethylsilane chloride

생성물 1

HCID 442323785-[3-(tert-Butyldimethylsilanyloxymethyl)phenyl]pyridin-2-ylamine수율 89.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4.99 g of [3-(6-aminopyridin-3-yl)phenyl]methanol are placed in a round-bottomed flask and dissolved in 240 ml of tetrahydrofuran. 2.2 g of 1H-imidazole are added thereto, followed by 4.51 g of tert-butyldimethylsilane chloride, and the mixture is left to stir at ambient temperature for 48 hours. The reaction mixture is then hydrolysed with water, and the organic phase, which has been extracted with ethyl acetate, is separated, dried over magnesium sulphate and concentrated under reduced pressure. The residue obtained is purified by silica gel chromatography, elution being carried out with a heptane/ethyl acetate mixture. 7.0 g of compound are obtained.

후처리

  1. waitthe mixture is left
  2. extractionhydrolysed with water, and the organic phase, which has been extracted with ethyl acetate
  3. customis separated
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue obtained
  7. customis purified by silica gel chromatography, elution

출처 및 근거

ORD 기록
ord-f9556880a3d8426c89bfce34dc9eb02a
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08338451B2

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