Styrene Oxide → 2-{[2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]amino}-2-phenylethanol

HRID 506837노트

반응식

HRID 506837 반응식
[CH3:1][O:2][C:3]1[N:8]=[C:7]2[C:9]([C:13]3[N:23]([S:24]([C:27]4[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=4)(=[O:26])=[O:25])[C:16]4=[N:17][CH:18]=[CH:19][C:20]([CH2:21][NH2:22])=[C:15]4[CH:14]=3)=[CH:10][N:11]([CH3:12])[C:6]2=[CH:5][C:4]=1[O:34][CH3:35].[CH2:36]1[O:44][CH:37]1[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1>C(O)C>[CH3:1][O:2][C:3]1[N:8]=[C:7]2[C:9]([C:13]3[N:23]([S:24]([C:27]4[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=4)(=[O:26])=[O:25])[C:16]4=[N:17][CH:18]=[CH:19][C:20]([CH2:21][NH:22][CH:37]([C:38]5[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=5)[CH2:36][OH:44])=[C:15]4[CH:14]=3)=[CH:10][N:11]([CH3:12])[C:6]2=[CH:5][C:4]=1[O:34][CH3:35]

참가 물질

4

반응물 2

HCID 7276Styrene OxideHCID 68468798HCID 68468798, 화합물

생성물 1

HCID 684694462-{[2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]amino}-2-phenylethanol수율 7.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 0.09 g of [2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]methylamine in 20 cm3 of ethanol, at a temperature in the region of 20° C., is added 0.022 g of styrene oxide. The reaction medium is refluxed for five days. After cooling, the reaction medium is concentrated under reduced pressure. The residue obtained is purified by flash-pack column chromatography (SiO2, dichloromethane/methanol 95/05 by volume as eluents) to give 0.008 g of 2-{[2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]amino}-2-phenylethanol with the following characteristics:

후처리

  1. temperatureThe reaction medium is refluxed for five days
  2. temperatureAfter cooling
  3. concentrationthe reaction medium is concentrated under reduced pressure
  4. customThe residue obtained
  5. customis purified by flash-pack column chromatography (SiO2, dichloromethane/methanol 95/05 by volume as eluents)

출처 및 근거

ORD 기록
ord-7332c3eb7d0c4270a1ef1f8e53e0e94e
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786114B2

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